US 6,150,382 AGranted

Thio acid derived monocyclic n-heterocyclics as anticoagulants

AssigneeBerlex Laboratories, Inc.

InventorsMonica J. Kochanny, Michael M. Morrissey, Howard P. Ng

Life of this patent

Estimating the term…

Abstract

This invention is directed to monocyclic N-heterocyclics which are substituted by acyclic or cyclic thio derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.

Claims24

Dependent claims

A compound selected from the group consisting of the following formulae:

##STR6## wherein:
A is --C(R.sup.8).dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR .sup.2, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or--N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR .sup.2, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9 (R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), With the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
R.sup.8 is hydrogen, alkyl or halo;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R .sup.2)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.1.sup.2)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.2)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C()OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.3)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, (O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.2, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.3, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.3,--C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.12.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13))--R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or-a mixture thereof;
or a pharmaceutically acceptable salt thereof.

25 more elements

A pharmaceutical composition useful in treating a human having a disease-state characterized by thrombotic activity, which composition comprises a therapeutically effective amount of a compound selected from the group consisting of the following formulae:

##STR7## wherein:
A is --C(R.sup.8).dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.3, --N(R.sup.12)C(O)R.sup.2, or--N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13,--CH(OH)C(O)N(R.sup.12)R.sup.3, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.4 --C()OR.sup.4.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.1)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
R.sup.8 is hydrogen, alkyl or halo;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R .sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14, --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12. --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.13)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, (O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(R.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.2, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

25 more elements

A method of treating a human having a disease-state characterized by thrombotic activity, which method comprises administering to a human in need thereof a therapeutically effective amount of a compound selected from the group consisting of the following formulae:

##STR8## wherein:
A is --C(R.sup.3).dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O) R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.1)R.sup.13, --N(R.sup.1)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.12 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
R.sup.8 is hydrogen, alkyl or halo;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.3, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R )S(O).sub.2 R.sup.15,--N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13,--N(R.sup.12)C(NR.sup.12)N(R. sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --S(O)OR.sup.12, --P(O)(R.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2 --R.sup.14 OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.2)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R )R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

25 more elements

A compound of formula (I):

##STR9## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.2)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13 --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.16, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.2)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.2)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.2)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --C(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 S(O)OR.sup.12 R.sup.14--S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R )R, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.2.sup.3, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 16 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.2 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR10## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.3, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.3, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13)1 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13 --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13 --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 OS(O)R.sup.12, --P(O)(OR.sup.12)R.sup.3, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.3 --R.sup.14, --C(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 4(O).sub.2 OR.sup.12, --R.sup.14 S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.16 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12 --S(O).sub.n --R.sup.15 (where q is 1 or 2), --C(O)R.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
or a single stereoisomer or-a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A pharmaceutical composition useful in treating a human having a disease-state characterized by thrombotic activity, which composition comprises a pharmaceutically acceptable excipient and a therapeutically effective amount of a compound of formula (I):

##STR11## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.1, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(N(R.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)( R.sup.12)R.sup.13, --OP(O)(1R.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --R.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.n R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), 8(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sub.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A compound of formula (I):

##STR12## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently halo, alkyl, nitro, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(N H)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom In either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2 1(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, N(R.sup.12)R.sup.13, --R.sup.14 N(R.sup.12)R.sup.13, N(R.sup.12)C(O)OR.sup.15, --R.sup.14 N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12) R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.13)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.1).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R 1--C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 C(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.4 --S(O).sub.2 OR.sup.12, --R.sup.14 --(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, SR.sup.12, --S(O).sub.q R.sup.16 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR13## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently halo, alkyl, nitro, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.13.sup.2)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.12, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13,--N(R )C(NR )N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --R.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(8R.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O)--R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, R.sup.14 --SC(S)N(R.sup.12)R.sup.13, S(O).sub.q R.sup.15 (where q is 1 or 2), R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 S(O)OR.sup.12, --R.sup.4 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 --(O)OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is Independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR14## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently halo, alkyl, nitro, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13)1 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13) --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.13, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --R.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13,--R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O)OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, R.sup.14 --P(O)(OR.sup.12)R.sup.12, --R.sup.14 R.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.4 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A compound of formula (I):

##STR15## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are Independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.4 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.4 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O)2OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
or a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR16## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are Independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 --N(R.sup.12 R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12 --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.4 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, R.sup.14 --N(R.sup.12)C(O)R.sup.13, N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.4 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --R.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.4 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.16 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, R.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR17## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, R.sup.4 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.13).sup.2, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O)R.sup.12, --P(O)(OR.sup.12)R.sup.13 R.sup.14, --P(O)(OR.sup.12)R.sup.13, OP(O)(R.sup.12).sub.2, --R.sup.14 --OP(O)(R.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.4 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O)--R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O) R.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.13 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.n OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O.sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 16 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A compound of formula (I):

##STR18## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.4 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, or --N(R.sup.12)C(O)R.sup.12 ;
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, R.sup.14 C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R )C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13 ----N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R--OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R 14(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.12.sup.13, S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 --R.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 --OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR19## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, or --N(R.sup.12)C(O)R.sup.12 ;
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom In either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR ).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.4 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.1 3, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --SR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.11 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --R.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR20## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, or --N(R.sup.12)C(O)R.sup.12 ;
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.1 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom In either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, R.sup.14 C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(.sup.2)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), S(O)n--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --(O).sub.2 OR.sup.12 and --Op(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12 --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A compound of formula (I):

##STR21## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are Independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, N(R.sup.12)R.sup.13 --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently selected from the group consisting of hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, and --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13, provided that when R.sup.5 is halo, R.sup.6 can not be halo, and when R.sup.6 is halo, R.sup.5 can not be halo;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, C(O)R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.1, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13 --OS(O).sub.2 OR.sup.12, --R 14--OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 -p(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O)--R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--SR.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.10 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or-a-mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR22## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are Independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12 R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (12)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently selected from the group consisting of hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12.sup.2)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, and --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13, provided that when R.sup.5 is halo, R.sup.6 can not be halo, and when R.sup.6 is halo, R.sup.5 can not be halo;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom In either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--SR----C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --C(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 ----S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --C(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R )R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and OP(O)(R.sup.12);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)),--R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

##STR23## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are Independently selected from the group consisting of hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, and --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13, provided that when R.sup.5 is halo, R.sup.6 can not be halo, and when R.sup.6 is halo, R.sup.5 can not be halo;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12 , --R.sup.14 --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)R.sup.14 --N(R.sup.12)R.sup.13, R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12)2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.4 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.16, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.1 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.4 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --C(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12 --C(O)N(R.sup.12)R.sup.13 S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --SR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

24 more elements

A compound of formula (I):

##STR24## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are Independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12 --C(O)N(R.sup.12)R.sup.13, --R.sup.14 C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sub.1, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
each R.sup.9 is independently alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)N(R.sup.12)R.sup.13, --C(O--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13 --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R )C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 --R.sup.14 --N(R.sup.12)R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)( R.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --(O)OR.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --R.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2 ;
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --R.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.5.sup.2, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13 --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
and
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
or a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

23 more elements

##STR25## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.12 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.13 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are Independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --(O).sub.n --(C(R.sup.9)(R.sup.10).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
each R.sup.9 is independently alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14, --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R)C(O)OR.sup.12, --R--C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.1, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R )C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13 --N(R.sup.12)--R 4C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.4 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12 C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 OS(O)OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O)--R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12 (N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.4 --S(O)OR.sup.12, --R.sup.14 S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2 ;
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --P(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(R.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), S(O)2OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR ,.sup.2 --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
and
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

23 more elements

##STR26## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.12, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, C(NH)N(H)OR.sup.12, C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13 --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9)(R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
each R.sup.9 is independently alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)( R.sup.12)C(O)OR.sup.12, C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.4 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.5, --R.sup.14 --N(R.sup.12)C(O)OR.sup.16, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.5, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15 --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13 --N(.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR 1.sup.2)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13 S(O)OR.sup.12 and --OP(O)(OR.sup.12).sub.2 ;
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and--OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, (O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2) C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
and
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

23 more elements

A compound of formula (I):

##STR27## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R,.sup.13, --N(R.sup.12)R.sup.13, --N(R)C(O)R.sup.12, or--N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are Independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --C(R.sup.12)(R.sup.13)).sub.p --R.sup.15 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
or a single stereoisomer or-a mixture thereof;
or a pharmaceutically acceptable salt thereof.

13 more elements

##STR28## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.13)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or--N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are Independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

13 more elements

##STR29## wherein:
A is --N.dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR.sup.12, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or --N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR.sup.12, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)R.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are Independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), with the proviso that the carbon atom bonded to the sulfur atom in this radical can not be bonded to another hetero atom;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or--C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or a mixture thereof;
or a pharmaceutically acceptable salt thereof.

13 more elements

Dependencies are inferred from the claim text.

Facts

Application: 09/315,790Filed 21 May 1999 · continuation
Priority: 9 Oct 1996
Granted: 21 Nov 2000
Term ends: Not estimatedThe source records don’t support an estimate.

Classification4 codes

C07D 401/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links
A61P 7/02
Drugs for disorders of the blood or the extracellular fluid: antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
C07D
Heterocyclic compounds
A61P
Therapeutic uses of medicines

Family

Serial731,128Parent of this continuation · filed 9 Oct 1996
US 6,004,985 AParent of this continuation
US 6,150,382 AThis patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A compound selected from the group consisting of the following formulae:

##STR6## wherein:
A is --C(R.sup.8).dbd.;
Z.sup.1 and Z.sup.2 are independently --O--, --N(R.sup.12)--, --OCH.sub.2 -- or --S(O).sub.n (where n is 0 to 2);
R.sup.1 and R.sup.4 are each independently hydrogen, halo, alkyl, nitro, --OR .sup.2, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.12, or--N(H)S(O).sub.2 R.sup.15 ;
R.sup.2 is --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(NH)N(H)C(O)OR.sup.15, --C(NH)N(H)C(O)R.sup.12, --C(NH)N(H)S(O).sub.2 R.sup.15, or --C(NH)N(H)C(O)N(H)R.sup.12 ;
R.sup.3 is hydrogen, halo, alkyl, haloalkyl, nitro, ureido, guanidino, --OR .sup.2, --C(NH)NH.sub.2, --C(NH)N(H)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --CH(OH)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --N(R.sup.12)C(O)R.sup.12, (1,2)-tetrahydropyrimidinyl (optionally substituted by alkyl), (1,2)-imidazolyl (optionally substituted by alkyl), or (1,2)-imidazolinyl (optionally substituted by alkyl);
R.sup.5 and R.sup.6 are independently hydrogen, halo, alkyl, haloalkyl, nitro, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)CH.sub.2 C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)S(O).sub.2 R.sup.15, or --N(R.sup.12)C(O)N(R.sup.12)--CH.sub.2 C(O)N(R.sup.12)R.sup.13 ;
R.sup.7 is --S(O).sub.n --(C(R.sup.9 (R.sup.10)).sub.m --R.sup.11 (where n is 0 to 2 and m is 1 to 4) or --S(O).sub.n --(C(R.sup.12)(R.sup.13)).sub.p --R.sup.16 (where n is 0 to 2 and p is 0 to 4), With the proviso that the carbon atom bonded to the sulfur atom in either of these radicals can not be bonded to another hetero atom;
R.sup.8 is hydrogen, alkyl or halo;
each R.sup.9 is independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, cycloalkylalkyl, --C(O)OR.sup.12, --R.sup.14 --C(O)OR.sup.12, --C(O)N(R .sup.2)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)R.sup.13, --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --R.sup.14 --C(O)--R.sup.14 --N(R.sup.12)R.sup.13, --C(O)R.sup.12, --R.sup.14 --C(O)R.sup.12, --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --C(O)N(R.sup.12)N(R.sup.12)R.sup.13, --C(R.sup.1.sup.2)(OR.sup.12)--R.sup.14 --N(R.sup.12)(R.sup.13), --R.sup.14 --C(R.sup.12)(OR.sup.2)--R.sup.14 --N(R.sup.12)(R.sup.13), --C(R.sup.12)(OR.sup.12)C()OR.sup.12, --R.sup.14 --C(R.sup.12)(OR.sup.12)C(OR.sup.12, --C(R.sup.12)(C(O)OR.sup.12).sub.2, --R.sup.14 --C(R.sup.12)(C(O)OR.sup.12).sub.2, --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --C(R.sup.12)(OR.sup.12)R.sup.13, --R.sup.14 --C(R.sup.12)(OR.sup.12)R.sup.13, --N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)R.sup.13, --N(R.sup.12)C(O)OR.sup.15, --R.sup.14 --N(R.sup.12)C(O)OR.sup.15, --N(R.sup.12)C(O)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)R.sup.13, --N(R.sup.12)C(NR.sup.12)R.sup.15, --R.sup.14 --N(R.sup.12)C(NR.sup.12)R.sup.15, --N(R.sup.12)S(O).sub.2 R.sup.15, --R.sup.14 --N(R.sup.12)S(O).sub.2 R.sup.15, --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(O)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --N(R.sup.12)C(NR.sup.12)N(R.sup.12)N(R.sup.12)R.sup.13, --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --N(R.sup.12)--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.3)C(O)OR.sup.12, --N(R.sup.12)S(O)R.sup.13, --R.sup.14 --N(R.sup.12)S(O)R.sup.13, --OR.sup.12, --R.sup.14 --OR.sup.12, --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --R.sup.14 --O--N(R.sup.12)C(NR.sup.12)N(R.sup.12)R.sup.13, --OS(O).sub.2 OR.sup.12, --R.sup.14 --OS(O).sub.2 OR.sup.12, --P(O)(OR.sup.12)R.sup.13, --R.sup.14 --P(O)(OR.sup.12)R.sup.13, --OP(O)(OR.sup.12).sub.2, --R.sup.14 --OP(O)(OR.sup.12).sub.2, --P(O)(OR.sup.12).sub.2, --R.sup.14 --P(O)(OR.sup.12).sub.2, --SR.sup.12, --R.sup.14 --SR.sup.12, --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --C(SR.sup.12)(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)R.sup.13 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)OR.sup.12 (where n is 0 to 2), --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --R.sup.14 --S(O).sub.n --R.sup.14 --N(R.sup.12)C(O)R.sup.12 (where n is 0 to 2), --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --R.sup.14 --S--S--R.sup.14 --C(R.sup.12)(N(R.sup.12)R.sup.13)C(O)OR.sup.12, --SC(O)N(R.sup.12)R.sup.13, --R.sup.14 --SC(O)N(R.sup.12)R.sup.13, --SC(S)N(R.sup.12)R.sup.13, --R.sup.14 --SC(S)N(R.sup.12)R.sup.13, --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O).sub.q R.sup.15 (where q is 1 or 2), --R.sup.14 --S(O)OR.sup.12, --R.sup.14 --S(O).sub.2 OR.sup.12, --R.sup.14 --S(O).sub.2 N(R.sup.12)R.sup.13, --R.sup.14 --S(O)(NR.sup.12)R.sup.13 ;
or each R.sup.9 is aryl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, (O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is aralkenyl (where the aryl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, --OR.sup.12, --SR.sup.2, --S(O).sub.q R.sup.15 (where q is 1 or 2), --N(R.sup.12)R.sup.3, --C(O)OR.sup.12, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclyl (optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, nitro, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.3,--C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is heterocyclylalkenyl (where the heterocyclyl radical is optionally substituted by one or more substituents selected from the group consisting of alkyl, halo, haloalkyl, haloalkoxy, aralkyl, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13), --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantyl (optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.13, --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
or each R.sup.9 is adamantylalkyl (where the adamantyl radical is optionally substituted by alkyl, halo, haloalkyl, haloalkoxy, --OR.sup.12, --SR.sup.12, --S(O).sub.q R.sup.15 (where q is 1 or 2), --C(O)OR.sup.12, --N(R.sup.12)R.sup.13, --C(O)N(R.sup.12)R.sup.12.sup.13 --S(O).sub.2 OR.sup.12 and --OP(O)(OR.sup.12).sub.2);
each R.sup.10 is independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;
or R.sup.9 and R.sup.10 together form a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
R.sup.11 is --C(O)OR.sup.12 or --C(O)N(R.sup.12)R.sup.13 ;
each R.sup.12 and R.sup.13 is independently hydrogen, alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
R.sup.14 is an alkylene or alkylidene chain;
R.sup.15 is alkyl, aryl (optionally substituted by halo, alkyl, hydroxy, alkoxy, aralkoxy, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl), or aralkyl (optionally substituted by halo, alkyl, aryl, hydroxy, alkoxy, aralkyl, amino, dialkylamino, monoalkylamino, nitro, carboxy, alkoxycarbonyl, aminocarbonyl, monoalkylaminocarbonyl, or dialkylaminocarbonyl);
and
R.sup.16 is a mono-, bi- or tricyclic carbocyclic ring system containing from 3 to 15 carbon atoms which may be partially or fully saturated or aromatic, wherein the carbon atoms may be optionally oxidized and wherein the carbocyclic ring system is substituted by --(C(R.sup.12)(R.sup.13))--R.sup.11 (where p is 0 to 4 and R.sup.11 is defined above), and is optionally substituted by alkyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, halo, haloalkyl, haloalkoxy, hydroxy, --N(R.sup.12)R.sup.13, --C(O)OR.sup.12, or --C(O)N(R.sup.12)R.sup.13 ;
as a single stereoisomer or-a mixture thereof;
or a pharmaceutically acceptable salt thereof.

25 more elements

Facts

Application

09/315,790Filed 21 May 1999 · continuation

Priority

9 Oct 1996

Granted

21 Nov 2000

Term ends

Not estimatedThe source records don’t support an estimate.

Classification4 codes

C07D 401/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links
A61P 7/02
Drugs for disorders of the blood or the extracellular fluid: antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
C07D
Heterocyclic compounds
A61P
Therapeutic uses of medicines