5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents

A compound or a pharmaceutically acceptable salt thereof of formula ##STR15## wherein X is OR.sub.5 or NHR.sub.5 wherein R.sub.5 is R.sub.6 or COR.sub.6 wherein R.sub.6 is independently H, a straight chain alkyl group containing 1 to 6 carbon atoms, a branched or cyclic alkyl group containing 3 to 7 carbon atoms, an alkylcycloalkyl group of 5-9 carbon atoms, benzyl, phenyl, or a heterocycle;

• Z is O;
• Y is O;
• R.sub.1 and R.sub.1 ' are each independently ›CH.sub.2 !.sub.n1 --›W.sub.1 !.sub.n2 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• R.sub.2 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.3 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.4 is ›W.sub.3 !--›CH.sub.2 !.sub.n3 --›W.sub.4 !.sub.n4 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• n1, n2, n3, n4, and n5 are independently integers of from 0 to 4, 0 to 1, 0 to 4, 0 to 1, and 0 to 2, respectively;
• W.sub.1, W.sub.2 and W.sub.4 are independently O, OCONR.sub.7, S(O).sub.n5, CO, C(.dbd.NR.sub.7)NR.sub.7, CR.sub.7 .dbd.CR.sub.7, C.tbd.C, NR.sub.7, CS, C.dbd.N--R.sub.7, C.dbd.NOR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, C.dbd.C(R.sub.7).sub.2, CR.sub.7 N(R.sub.7).sub.2, CR.sub.7 OR.sub.7, C(R.sub.7).sub.2, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, NR.sub.7 CO, or CONR.sub.7 ;
• W.sub.3 is selected from the group of structures consisting of O, OCONR.sub.7, S(O).sub.n5, NR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, --O--CO, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, and --NR.sub.7 CO;
• R.sub.7 is independently H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or two R.sub.7 groups can be taken together to form a ring of 3-7 atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• Ar is independently phenyl, naphthyl, a 5- or 6-membered heterocycle containing 1 to 4 heteroatoms, a cycloalkyl containing 3 to 6 atoms, a fused ring system containing 8-10 atoms, or a substituted derivative thereof wherein the substituents are selected from the group consisting of F, Cl, Br, CN, NO.sub.2, (CH.sub.2).sub.n6 R.sub.6, (CH.sub.2).sub.n6 C(Me).dbd.CH.sub.2, (CH.sub.2).sub.n6 N(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 COR.sub.6, (CH.sub.2).sub.n6 OR.sub.6, (CH.sub.2).sub.n6 OCOR.sub.6, (CH.sub.2).sub.n6 OCON(R.sub.6).sub.2, (CH.sub.2)n.sub.6 CO.sub.2 R.sub.6, (CH.sub.2).sub.n6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 COR.sub.6, CF.sub.3, (CH.sub.2).sub.n6 S(O).sub.n5 R.sub.6, OCH.sub.2 O, or O(CH.sub.2).sub.2 O;
• and
• n6 is independently an integer of from 0 to 3.

A compound or a pharmaceutically acceptable salt thereof of formula ##STR16## wherein X is OR.sub.5 or NHR.sub.5 wherein R.sub.5 is R.sub.6 or COR.sub.6 wherein R.sub.6 is independently H, a straight chain alkyl group containing 1 to 6 carbon atoms, a branched or cyclic alkyl group containing 3 to 7 carbon atoms, an alkylcycloalkyl group of 5-9 carbon atoms, benzyl, phenyl, or a heterocycle;

• Z is O;
• Y is O;
• R.sub.1 and R.sub.1 ' are each independently ›CH.sub.2 !.sub.n1 --›W.sub.1 !.sub.n2 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• R.sub.2 and R.sub.3 are part of an unsubstituted or substituted 3-, 4-, 5-, 6-, or 7-membered ring, wherein the substituents are selected from the group H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 --R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• R.sub.4 is ›W.sub.3 !--›CH.sub.2 !.sub.n3 --›W.sub.4 !.sub.n4 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• n1, n2, n3, n4, and n5 are independently integers of from 0 to 4, 0 to 1, 0 to 4, 0 to 1, and 0 to 2, respectively;
• W.sub.1, W.sub.2 and W.sub.4 are independently O, OCONR.sub.7, S(O).sub.n5, CO, C(.dbd.NR.sub.7)NR.sub.7, CR.sub.7 .dbd.CR.sub.7, C.tbd.C, NR.sub.7, CS, C.dbd.N--R.sub.7, C.dbd.NOR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, C.dbd.C(R.sub.7).sub.2, CR.sub.7 N(R.sub.7).sub.2, CR.sub.7 OR.sub.7, C(R.sub.7).sub.2, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, NR.sub.7 CO, or CONR.sub.7 ;
• W.sub.3 is selected from the group of structures consisting of O, OCONR.sub.7, S(O).sub.n5, NR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, --O--CO, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, and --NR.sub.7 CO;
• R.sub.7 is independently H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or two R.sub.7 groups can be taken together to form a ring of 3-7 atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• Ar is independently phenyl, naphthyl, a 5- or 6-membered heterocycle containing 1 to 4 heteroatoms, a cycloalkyl containing 3 to 6 atoms, a fused ring system containing 8-10 atoms, or a substituted derivative thereof wherein the substituents are selected from the group consisting of F, Cl, Br, CN, NO.sub.2, (CH.sub.2).sub.n6 R.sub.6, (CH.sub.2).sub.n6 C(Me).dbd.CH.sub.2, (CH.sub.2).sub.n6 N(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 COR.sub.6, (CH.sub.2).sub.n6 OR.sub.6, (CH.sub.2).sub.n6 OCOR.sub.6, (CH.sub.2).sub.n6 OCON(R.sub.6).sub.2, (CH.sub.2).sub.n6 CO.sub.2 R.sub.6, (CH.sub.2).sub.n6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 COR.sub.6, CF.sub.3, (CH.sub.2).sub.n6 S(O).sub.n5 R.sub.6, OCH.sub.2 O, or O(CH.sub.2).sub.2 O;
• and
• n6 is independently an integer of from 0 to 3.

A compound or a pharmaceutically acceptable salt thereof of formula ##STR17## wherein X is OR.sub.5 or NHR.sub.5 wherein R.sub.5 is R.sub.6 or COR.sub.6 wherein R.sub.6 is independently H, a straight chain alkyl group containing 1 to 6 carbon atoms, a branched or cyclic alkyl group containing 3 to 7 carbon atoms, an alkylcycloalkyl group of 5-9 carbon atoms, benzyl, phenyl, or a heterocycle;

• Z is O;
• Y is O;
• R.sub.1 and R.sub.1 ' are each independently ›CH.sub.2 !.sub.n1 --›W.sub.1 !.sub.n2 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• R.sub.2 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.3 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.4 is ›W.sub.3 !--›CH.sub.2 !.sub.n3 --›W.sub.4 !.sub.n4 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 wherein W.sub.3 is --O, --OCONR.sub.7, or --OCO;
• n1, n2, n3, n4, and n5 are independently integers offrom 0 to 4, 0 to 1, 0 to 4, 0 to 1, and 0 to 2, respectively;
• W.sub.1, W.sub.2 and W.sub.4 are independently O, OCONR.sub.7, S(O).sub.n5, CO, C(.dbd.NR.sub.7)NR.sub.7, CR.sub.7 .dbd.CR.sub.7, C.tbd.C, NR.sub.7, CS, C.dbd.N--R.sub.7, C.dbd.NOR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, C.dbd.C(R.sub.7).sub.2, CR.sub.7 N(R.sub.7).sub.2, CR.sub.7 OR.sub.7, C(R.sub.7).sub.2, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, NR.sub.7 CO, or CONR.sub.7 ;
• R.sub.7 is independently H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or two R.sub.7 groups can be taken together to form a ring of 3-7 atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• Ar is independently phenyl, naphthyl, a 5- or 6-membered heterocycle containing 1 to 4 heteroatoms, a cycloalkyl containing 3 to 6 atoms, a fused ring system containing 8-10 atoms, or a substituted derivative thereof wherein the substituents are selected from the group consisting of F, Cl, Br, CN, NO.sub.2, (CH.sub.2).sub.n6 R.sub.6, (CH.sub.2).sub.n6 C(Me).dbd.CH.sub.2, (CH.sub.2).sub.n6 N(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 COR.sub.6, (CH.sub.2).sub.n6 OR.sub.6, (CH.sub.2).sub.n6 OCOR.sub.6, (CH.sub.2).sub.n6 OCON(R.sub.6).sub.2, (CH.sub.2).sub.n6 CO.sub.2 R.sub.6, (CH.sub.2).sub.n6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 COR.sub.6, CF.sub.3, (CH.sub.2).sub.n6 S(O).sub.n5 R.sub.6, OCH.sub.2 O, or O(CH.sub.2).sub.2 O;
• and
• n6 is independently an integer of from 0 to 3.

The compounds named:

• 3-Bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one;
• 3-Bromo-5,6-dihydro-4-hydroxy-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one;
• 6-(2-Benzo›1,3!dioxol-5-yl-ethyl)-3-bromo-5,6-dihydro-4-hydroxy-6-phenyl-2H -pyran-2-one;
• 3-Bromo-5,6-dihydro-4-hydroxy-(3-methylbutyl)-6-phenyl-2H-pyran-2-one and
• 5-›5-Bromo-4-hydroxy-6-oxo-2-phenyl-3,6-dihydro-2H-pyran-2-yl!pentanoic acid.

The compounds named:

• 5,6-Dihydro-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one;
• 6-(2-Benzo›1,3!dioxol-5-yl-ethyl)-5,6-dihydro-4-hydroxy-6-phenyl-2H-pyran-2 -one;
• 6-(Cyclopentylmethyl)-5,6-dihydro-4-hydroxy-6-phenyl-2H-pyran-2-one and
• 5-(3,6-Dihydro-4-hydroxy-6-oxo-2-phenyl-2H-pyran-2-yl)-pentanoic acid.

A compound selected from:

• 2,3-Dihydro-4'-hydroxy-3,3-dimethyl-5'-›(2-isopropylphenyl)thio!-spiro›4H-1 -benzopyran-4,2'-›2H!pyran!-6'(3'H)-one;
• 2,3-Dihydro-4'-hydroxy-2,2-dimethyl-5'-›(5-methyl-2-isopropylphenyl)thio!-s piro›1H-indene-1,2'-›2H!pyran!-6'(3'H)-one;
• 2,3-Dihydro-4'-hydroxy-5'-›(5-methyl-2-isopropylphenyl)thio!-spiro›1H-inden e-1,2'-›2H!-pyran!-6'(3'H)-one;
• 4"-Hydroxy-5"-›(5-methyl-2-isopropylphenyl)thio!-dispiro›cyclopropane-1,2'( 3'H)-›1H!-indene-1',2"-›2H!pyran!-6"(3"H)-one;
• 3,4-Dihydro-4'-hydroxy-5'-›(5-methyl-2-isopropylphenyl)thio!-spiro›naphthal ene-1(2H),2'-›2H!pyran!-6'(3'H)-one;
• 3,4-Dihydro-4'-hydroxy-2,2-dimethyl-5'-›(5-methyl-2-isopropylphenyl)thio!-s piro›naphthalene-1,2'-›2H!pyran!-6'(3'H)-one and
• 3',4'-Dihydro-4"-hydroxy-5"-›(5-methyl-2-isopropylphenyl)thio!-dispiro›cycl opropane-1,2'-(1'H)-naphthalene-1',2"›2H!pyran!-6"(3"H)-one.

A compound or a pharmaceutically acceptable salt thereof of formula ##STR18## wherein X is OR.sub.5 or NHR.sub.5 wherein R.sub.5 is R.sub.6 or COR.sub.6 wherein R.sub.6 is independently H, a straight chain alkyl group containing 1 to 6 carbon atoms, a branched or cyclic alkyl group containing 3 to 7 carbon atoms, an alkylcycloalkyl group of 5-9 carbon atoms, benzyl, phenyl, or a heterocycle;

• Z is O;
• Y is O;
• R.sub.1 and R.sub.1 ' are each independently ›CH.sub.2 !.sub.n1 --›W.sub.1 !.sub.n2 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• R.sub.2 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.3 is H;
• R.sub.4 is ›W.sub.3 !--›CH.sub.2 !.sub.n3 --›W.sub.4 !.sub.n4 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• n1, n2, n3, n4, and n5 are independently integers of from 0 to 4, 0 to 1, 0 to 4, 0 to 1, and 0 to 2, respectively;
• W.sub.1, W.sub.2 and W.sub.4 are independently O, OCONR.sub.7, S(O).sub.n5, CO, C(.dbd.NR.sub.7)NR.sub.7, CR.sub.7 .dbd.CR.sub.7, C.tbd.C, NR.sub.7, CS, C.dbd.N--R.sub.7, C.dbd.NOR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, C.dbd.C(R.sub.7).sub.2, CR.sub.7 N(R.sub.7).sub.2, CR.sub.7 OR.sub.7, C(R.sub.7).sub.2, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, NR.sub.7 CO, or CONR.sub.7 ;
• W.sub.3 is selected from the group of structures consisting of O, OCONR.sub.7, S(O).sub.n5, NR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, --O--CO, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, and --NR.sub.7 CO;
• R.sub.7 is independently H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or two R.sub.7 groups can be taken together to form a ring of 3-7 atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• Ar is independently phenyl, naphthyl, a 5- or 6-membered heterocycle containing 1 to 4 heteroatoms, a cycloalkyl containing 3 to 6 atoms, a fused ring system containing 8-10 atoms, or a substituted derivative thereof wherein the substituents are selected from the group consisting of F, Cl, Br, CN, NO.sub.2, (CH.sub.2).sub.n6 R.sub.6, (CH.sub.2).sub.n6 C(Me).dbd.CH.sub.2, (CH.sub.2).sub.n6 N(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 COR.sub.6, (CH.sub.2).sub.n6 OR.sub.6, (CH.sub.2).sub.n6 OCOR.sub.6, (CH.sub.2).sub.n6 OCON(R.sub.6).sub.2, (CH.sub.2).sub.n6 CO.sub.2 R.sub.6, (CH.sub.2).sub.n6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 COR.sub.6, CF.sub.3, (CH.sub.2).sub.n6 S(O).sub.n5 R.sub.6, OCH.sub.2 O, or O(CH.sub.2).sub.2 O;
• and
• n6 is independently an integer of from 0 to 3.

A compound selected from:

• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio-2H!-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(3-phenylpropyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(2-phenoxyethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-(4-methoxyphenyl)-3-›(phenylmethyl)thio!-2H-pyran-2 -one;
• 5,6-Dihydro-4-hydroxy-6-(4-methylthiophenyl)-3-›(phenylmethyl)thio!-2H-pyra n-2-one;
• 5,6-Dihydro-4-hydroxy-6-(4-methylphenyl)-3-›(phenylmethyl)thio!-2H-pyran-2- one;
• 5,6-Dihydro-4-hydroxy-6-›4-(1,1-dimethylethyl)phenyl!-3-›(phenylmethyl)thio !-2H-pyran-2-one;
• 6-(4-Chlorophenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H-pyran-2- one;
• 6-(3-Chlorophenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H-pyran-2- one;
• 5,6-Dihydro-3-›(2-phenylethyl)thio!-6-›4-(phenylmethoxy)phenyl!-2H-pyran-2- one;
• 5,6-Dihydro-6-(4-methoxyphenyl)-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-6-(4-methylthiophenyl)-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-6-(4-methylphenyl)-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 6-›1,1'-Biphenyl!-4-yl-5,6-dihydro-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-6-›4-(1,1-dimethylethyl)phenyl)-3-›(2-phenylethyl)thio!-2H-pyra n-2-one;
• 6-(3-Chlorophenyl)-5,6-dihydro-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 6-›(›1,1'-Biphenyl!-4-yloxy)methyl!-5,6-dihydro-3-›(2-phenylethyl)thio!-2H- pyran-2-one;
• 4-›2,3-Dihydro-4-hydroxy-6-oxo-5-›(phenylmethyl)thio!-2H-pyran-2-yl!benzoni trile;
• 6-(4-Trifluoromethylphenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H -pyran-2-one;
• 6-(3,5-Dichlorophenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H-pyra n-2-one;
• 6-(Pentafluorophenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H-pyran -2-one;
• 5,6-Dihydro-4-hydroxy-6-(3-methylphenyl)-3-›(2-phenylethyl)thio!-2H-pyran-2 -one;
• 6-(2-Chlorophenyl)-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio!-2H-pyran-2- one;
• 1-›4-›3,6-Dihydro-4-hydroxy-6-oxo-5-›(2-phenylethyl)thio!-2H-pyran-2-yl!phe nyl!-5-phenyl-1H-pyrrole-2-propanoic acid;
• 5,6-Dihydro-4-hydroxy-6-(4-hydroxyphenyl)-3-›(phenylmethyl)thio!-2H-pyran-2 -one;
• 5,6-Dihydro-4-hydroxy-6-(4-hydroxyphenyl)-3-›(2-phenylethyl)thio!-2H-pyran- 2-one;
• ›4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(phenylmethyl)thio!-2H-pyran-6-yl!phenox y!acetic acid;
• ›4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(2-phenylethyl)thio!-2H-pyran-6-yl!pheno xy!acetic acid;
• ›4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(phenylmethyl)thio!-2H-pyran-6-yl!phenox y!acetic acid ethyl ester;
• ›4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(2-phenylethyl)thio!-2H-pyran-6-yl!pheno xy!acetic acid ethyl ester;
• 5,6-Dihydro-4-hydroxy-6-›4-(2-hydroxyethoxy)phenyl!-3-›(phenylmethyl)thio!- 2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(2-hydroxyethoxy)phenyl!-3-›(2-phenylethyl)thio! -2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-›4-›2-(4-thiomorpholinyl)eth oxy!phenyl!-2H-pyran-2-one-S,S-dioxide;
• 5,6-Dihydro-4-hydroxy-3-›(2-phenylethyl)thio!-6-›4-›2-(4-thiomorpholinyl)et hoxy!phenyl!-2H-pyran-2-one-S,S-dioxide;
• 4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(phenylmethyl)thio!-2H-pyran-6-yl!benzoic acid;
• 4-›5,6-Dihydro-4-hydroxy-2-oxo-3-›(2-phenylmethyl)thio!-2H-pyran-6-yl!benzo ic acid;
• 5,6-Dihydro-4-hydroxy-6-›4-(hydroxymethyl)phenyl!-3-›(phenylmethyl)thio!-2H -pyran-2-one and
• 5,6-Dihydro-4-hydroxy-6-›4-(hydroxymethyl)phenyl!-3-›(2-phenylethyl)thio!-2 H-pyran-2-one.

A compound selected from:

• 6-›1,1'-Biphenyl!-4-yl-6-butyl-5,6-dihydro-4-hydroxy-3-›(2-phenylethyl)thio !-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-(2-methylpropyl)-6-phenyl-3-›(phenylmethyl)thio!-2H -pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-(2-methylpropyl)-6-phenyl-3-›(2-phenylethyl)thio!-2 H-pyran-2-one;
• 6-Butyl-5,6-dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-2H-pyran-2-on e;
• 6-›1,1'-Biphenyl!-4-yl-6-butyl-5,6-dihydro-4-hydroxy-3-›(phenylmethyl)thio! -2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-6-propyl-2H-pyran-2-o ne;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(2-phenylethyl)thio!-6-propyl-2H-pyran-2- one;
• 5,6-Dihydro-4-hydroxy-6-pentyl-6-phenyl-3-›(phenylmethyl)thio!-2H-pyran-2-o ne;
• 5,6-Dihydro-4-hydroxy-6-pentyl-6-phenyl-3-›(2-phenylethyl)thio!-2H-pyran-2- one;
• 5,6-Dihydro-4-hydroxy-6-(3-methylbutyl)-6-phenyl-3-›(phenylmethyl)thio!-2H- pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-(3-methylbutyl)-6-phenyl-3-›(2-phenylethyl)thio!-2H -pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6,6-diphenyl-3-›(phenylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6,6-diphenyl-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-6-(2-phenylethyl)-3-›(phenylmethyl)thio!-2H- pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-6-(2-phenylethyl)-3-›(2-phenylethyl)thio!-2H -pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-›2-(4-morpholinyl)ethoxy!phenyl!-6-(2-phenylethy l)-3-›(2-phenylethyl)thio!-2H-pyran-2-one;
• N-(1,1-Dimethylethyl)-1-››3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-5-›(2-phenyl ethyl)thio!-2H-pyran-2-yl!methyl!-cyclohexanecarboxamide;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-6-›(tetrahydro-3-fura nyl)methyl!-2H-pyran-2-one;
• Phenylmethyl 2-(1-methylethyl)-2-››3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-5-›(2-phenyleth yl)thio!-2H-pyran-2-yl!methyl!hydrazinecarboxylate;
• N-›1-››3,6-Dihydro-4-hydroxy-6-oxo-2-phenyl-5-›(2-phenylethyl)thio!-2H-pyra n-2-yl!-methyl!cyclopentyl!urea;
• N-›1-››3,6-Dihydro-4-hydroxy-6-oxo-2-phenyl-5-›(2-phenylethyl)thio!-2H-pyra n-2-yl!-methyl!cyclopentyl!-N'-(phenylmethyl)urea;
• Phenylmethyl ›1-››3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-5-›(2-phenylethyl)thio!-2H-pyran -2-yl!methyl!cyclopentyl!carbamate;
• 6-›(2,3-Dimethyl-1H-pyrrol-1-yl)methyl!-5,6-dihydro-4-hydroxy-6-phenyl-3-›( 2-phenylethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(1-piperazinyl)ethyl!-6-phenyl-3-›(2-phenylethyl )thio!2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(4-morpholinyl)ethyl!-6-phenyl-3-›(phenylmethyl) thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(4-morpholinyl)propyl!-6-phenyl-3-›(phenylmethyl )thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-morpholinyl)butyl!-6-phenyl-3-›(phenylmethyl) thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(4-thiomorpholinyl)ethyl!-6-phenyl-3-›(phenylmet hyl)thio!-2H-pyran-2-one;
• 5. 6-Dihydro-4-hydroxy-6-›3-(4-thiomorpholinyl)propyl!-6-phenyl-3-›(phenylm ethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-thiomorpholinyl)butyl!-6-phenyl-3-›(phenylmet hyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(1-piperazinyl)ethyl!-6-phenyl-3-›(phenylmethyl) thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(1-piperazinyl)propyl!-6-phenyl-3-›(phenylmethyl )thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(1-piperazinyl)butyl!-6-phenyl-3-›(phenylmethyl) thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(4-methyl-1-piperazinyl)ethyl!-6-phenyl-3-›(phen ylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(4-methyl-1-piperazinyl)propyl!-6-phenyl-3-›(phe nylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-methyl-1-piperazinyl)butyl!-6-phenyl-3-›(phen ylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(3-morpholin-4-yl-3-oxopropy l)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(4-morpholin-4-yl-4-oxobutyl )-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(5-morpholin-4-yl-5-oxopenty l)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(3-thiomorpholin-4-yl-3-oxop ropyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(4-thiomorpholin-4-yl-4-oxob utyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(5-thiomorpholin-4-yl-5-oxop entyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(3-piperazin-1-yl-3-oxopropy l)-6-phenyl-2H-pyran-2-one;
• 5. 6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(4-piperazin-1-yl-4-oxobuty l)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-(5-piperazin-1-yl-5-oxopenty l)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-›3-(4-methylpiperazin-1-yl)- 3-oxopropyl!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-›4-(4-methylpiperazin-1-yl)- 4-oxobutyl!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(phenylmethyl)thio!-6-›5-(4-methylpiperazin-1-yl)- 5-oxopentyl!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-6-›2-(4-pyridyl)ethyl !-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(5-hydroxy-2-methylphenyl)ethyl!-6-phenyl-3-›(ph enylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(3-(morpholin-4-yl)phenyl)ethyl!-6-phenyl-3-›(ph enylmethyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-phenylethyl!-3-›(phenylmethyl)thio!-6-(4-pyridyl )-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-6-›2-(2-thienyl)ethyl !-2H-pyran-2-one;
• 6-›2-(2-Furyl)ethyl!-5,6-dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!- 2H-pyran-2-one and
• 5,6-Dihydro-4-hydroxy-6-phenyl-3-›(phenylmethyl)thio!-6-›2-(1H-pyrrol-2-yl) ethyl!-2H-pyran-2-one.

A compound selected from:

• 5,6-Dihydro-4-hydroxy-6-(3-methylbutyl)-3-››2-(1-methylethyl)phenyl!thio!-6 -phenyl-2H-pyran-2-one;
• 6-Butyl-3-›(1-ethyl-1H-indol-3-yl)thio!-5,6-dihydro-4-hydroxy-6-phenyl-2H-p yran-2-one;
• 5. 6-Dihydro-4-hydroxy-6-›2-(4-morpholinyl)ethyl!-6-phenyl-3-›(2-isopropylp henyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(4-morpholinyl)propyl!-6-phenyl-3-›(2-isopropylp henyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-morpholinyl)butyl!-6-phenyl-3-›(2-isopropylph enyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(4-thiomorpholinyl)ethyl!-6-phenyl-3-›(2-isoprop ylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(4-thiomorpholinyl)propyl!-6-phenyl-3-›(2-isopro pylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-thiomorpholinyl)butyl!-6-phenyl-3-›(2-isoprop ylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(1-piperazinyl)ethyl!-6-phenyl-3-›(2-isopropylph enyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(1-piperazinyl)propyl!-6-phenyl-3-›(2-isopropylp henyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(1-piperazinyl)butyl!-6-phenyl-3-›(2-isopropylph enyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(4-methyl-1-piperazinyl)ethyl!-6-phenyl-3-›(2-is opropylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›3-(4-methyl-1-piperazinyl)propyl!-6-phenyl-3-›(2-i sopropylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-›4-(4-methyl-1-piperazinyl)butyl!-6-phenyl-3-›(2-is opropylphenyl)thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(3-morpholin-4-yl-3-oxo propyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(4-morpholin-4-yl-4-oxo butyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(5-morpholin-4-yl-5-oxo pentyl)-6-phenyl-2H-pyran-2-one;
• 5. 6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(3-thiomorpholin-4-yl- 3-oxopropyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(4-thiomorpholin-4-yl-4 -oxobutyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(5-thiomorpholin-4-yl-5 -oxopentyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(3-piperazin-1-yl-3-oxo propyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(4-piperazin-1-yl-4-oxo butyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-(5-piperazin-1-yl-5-oxo pentyl)-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-›3-(4-methylpiperazin-1 -yl)-3-oxopropyl!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-›4-(4-methylpiperazin-1 -yl)-4-oxobutyl!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-›5-(4-methylpiperazin-1 -yl)-5-oxopentyl!-6-phenyl-2H-pyran-2-one;
• Methyl 2-t-butyl-3-››5,6-dihydro-4-hydroxy-2-oxo-6-phenyl-6-(2-phenylethyl)-2H-py ran-3-yl!thio!benzoate;
• 5-›3,6-Dihydro-4-hydroxy-5-››5-methyl-3-(3-pyridinylmethoxy)-2-isopropylphe nyl!thio!-6-oxo-2-phenyl-2H-pyran-2-yl!pentanoic acid;
• 3-››5-Ethyl-2-(1-methyl-2-hydroxyethyl)phenyl!thio!-5,6-dihydro-4-hydroxy-6 ,6-diphenyl-2H-pyran-2-one;
• 5-›5-›(2-Cyclopentyl-5-isopropylphenyl)thio!-3,6-dihydro-4-hydroxy-6-oxo-2- phenyl-2H-pyran-2-yl!pentanoic acid;
• 5,6-Dihydro-4-hydroxy-6-(3-methylbutyl)-6-phenyl-3-››2-›2-(3-pyridinyl)ethy l!phenyl!thio!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-››5-(2-hydroxyethyl)-3-(2-phenylethyl)-2-isopropylp henyl!thio!-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one;
• 4-››5,6-Dihydro-4-hydroxy-2-oxo-6,6-diphenyl-2H-pyran-3-yl!thio!-2-hydroxyi ndane;
• 3-››4,5-Diethyl-2-(1-hydroxyethyl)phenyl!thio!-5,6-dihydro-4-hydroxy-6-phen yl-6-(2-phenylethyl)-2H-pyran-2-one;
• 3-›(1,4-Di-tert-butyl-1H-imidazol-2-yl)thio!-5,6-dihydro-4-hydroxy-6-(2-phe nylethyl)-6-phenyl-2H-pyran-2-one;
• 6-›2-›4-(5,5-Dimethyl-4,5-dihydro-oxazol-2-yl)phenyl!ethyl!-5,6-dihydro-4-h ydroxy-3-›(2-isopropyl-5-methylphenyl)thio!-6-phenyl-2H-pyran-2-one;
• 6-›2-›4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)phenyl!ethyl!-5,6-dihydro-4-h ydroxy-3-›(2-isopropyl-5-methylphenyl)thio!-6-phenyl-2H-pyran-2-one;
• 6-›2-›4-(1,1-Dioxothiomorpholin-4-yl)phenyl!ethyl!-5,6-dihydro-4-hydroxy-3- ›(2-isopropyl-5-methylphenyl)thio!-6-phenyl-2H-pyran-2-one;
• 1-Hydroxy-4-›2-›4-hydroxy-5-›(2-isopropyl-5-methylphenyl)thio!-6-oxo-2-phen yl-3,6-dihydro-2H-pyran-2-yl!ethyl!-1H-pyridin-2-one;
• 5,6-Dihydro-4-hydroxy-6-›2-(1H-indol-5-yl)ethyl!-3-›(2-isopropyl-5-methylph enyl)thio!-6-phenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropyl-5-methylphenyl)thio!-6-(2-phenylethyl )-6-›4-›(pyridin-3-yl)methoxy!phenyl!-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropylphenyl)thio!-6-phenyl-6-›5-(phenylmeth yl)amino-2,2-dimethyl-pentyl!-2H-pyran-2-one;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!-4,4-dimethyl-pentanoic acid benzylamide;
• 1-›2-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-p yran-2-yl!-1-phenylethyl!-3-pyridin-2-ylmethylurea;
• 5,6-Dihydro-4-hydroxy-6-(5-hydroxypentyl)-3-›(2-isopropylphenyl)thio!-6-phe nyl-2H-pyran-2-one;
• 5-›4-Hydroxy-5-›(2-isopropyl-5-methylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydr o-2H-pyran-2-yl!pentanoic acid, tert-butyl ester;
• 6-›4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)butyl!-5,6-dihydro-4-hydroxy-3-› (2-isopropylphenyl)thio!-6-phenyl-2H-pyran-2-one;
• 1-››3,5-Dihydro-4-hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-2H-pyr an-2-yl!methyl!cyclohexyl!methyl carbamic acid phenylmethyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid methyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid ethyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid propyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid isopropyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid tert-butyl ester;
• 5-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!pentanoic acid benzyl ester;
• ›3-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyr an-2-yl!propyl!-carbamic acid tert-butyl ester;
• ›3-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyr an-2-yl!propyl!-carbamic acid benzyl ester;
• 1-Benzyl-3-{3-›4-hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dih ydro-2H-pyran-2-yl!-propyl}-urea;
• 4-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!butane-1-sulfonic acid benzylamide;
• 4-›4-Hydroxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2H-pyra n-2-yl!butane-1-sulfonic acid amide;
• 4-Hydroxy-3-›(2-isopropylphenyl)thio!-6-(2-phenylethyl)-6-propyl-5,6-dihydr o-2H-pyran-2-one;
• 4-Hydroxy-6-isobutyl-3-›(2-isopropyl-5-methylphenyl)thio!-6-(2-phenylethyl) -5,6-dihydro-2H-pyran-2-one;
• 3-›(2-tert-Butyl-furan-3-yl)thio!-4-hydroxy-6-phenyl-6-(2-phenylethyl)-5,6- dihydro-2H-pyran-2-one;
• 4-Hydroxy-3-›(3-isopropyl-pyridin-4-yl)thio!-6-phenyl-6-(2-phenylethyl)-5,6 -dihydro-2H-pyran-2-one;
• 3-›(2-Cyclopentyl-pyridin-3-yl)thio!-4-hydroxy-6-pentyl-6-phenyl-5,6-dihydr o-2H-pyran-2-one;
• 4-Hydroxy-6-isobutyl-3-›(3-isopropyl-isoxazol-4-yl)thio!-6-(2-phenylethyl)- 5,6-dihydro-2H-pyran-2-one;
• 5-›(2-Isopropyl-5-methylphenyl)thio!-6-oxo-2-phenyl-2-(2-phenylethyl)-3,6-d ihydro-2H-pyran-4-yl acetic acid ester;
• 2-›2-(Benzo›1,3!dioxol-5-yl)ethyl!-5-›(2-isopropyl-5-methylphenyl)thio!-6-o xo-2-phenyl-3,6-dihydro-2H-pyran-4-yl propionic acid ester and
• 5-›4-Isobutyryloxy-5-›(2-isopropylphenyl)thio!-6-oxo-2-phenyl-3,6-dihydro-2 H-pyran-2-yl!-pentanoic acid.

A compound selected from:

• 5,6-Dihydro-4-hydroxy-3-›5-methyl-2-(1-methylethyl)phenoxy!-6-phenyl-6-(2-p henylethyl)-2H-pyran-2-one;
• 4-Hydroxy-3-(2-isopropylphenoxy)-6-phenyl-6-(2-phenylethyl)-5,6-dihydro-2H- pyran-2-one;
• 4-Hydroxy-3-(2-isopropyl-5-methylphenoxy)-6-phenyl-6-(2-phenylethyl)-5,6-di hydro-2H-pyran-2-one;
• 3-(2-tert-Butylphenoxy)-4-hydroxy-6-phenyl-6-(2-phenylethyl)-5,6-dihydro-2H -pyran-2-one;
• 5-›5-(2-Cyclopentylphenoxy)-4-hydroxy-6-oxo-2-phenyl-3,6-dihydro-2H-pyran-2 -yl!pentanoic acid;
• 4-Hydroxy-3-(2-isopropyl-5-methylphenoxy)-6-(2-phenylethyl)-6-propyl-5,6-di hydro-2H-pyran-2-one and
• 6-Cyclopentylmethyl-4-hydroxy-3-(2-isopropylphenoxy)-6-phenyl-5,6-dihydro-2 H-pyran-2-one.

A compound or a pharmaceutically acceptable salt thereof of formula ##STR19## wherein X is OR.sub.5 or NHR.sub.5 wherein R.sub.5 is R.sub.6 or COR.sub.6 wherein R.sub.6 is independently H, a straight chain alkyl group containing 1 to 6 carbon atoms, a branched or cyclic alkyl group containing 3 to 7 carbon atoms, an alkylcycloalkyl group of 5-9 carbon atoms, benzyl, phenyl, or a heterocycle;

• Z is O;
• Y is O;
• R.sub.1 and R.sub.1 ' are each independently ›CH.sub.2 !.sub.n1 --›W.sub.1 !.sub.n2 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• R.sub.2 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.3 is independently selected from the group of structures from which R.sub.1 is selected with the proviso that if W.sub.1 is a heteroatom n1 is an integer of from 1 to 4;
• R.sub.4 is ›W.sub.3 !--›CH.sub.2 !.sub.n3 --›W.sub.4 !.sub.n4 --›Ar!.sub.n2 --›CH.sub.2 !.sub.n3 --›W.sub.2 !.sub.n4 --R.sub.7 ;
• n1, n2, n3, n4, and n5 are independently integers of from 0 to 4, 0 to 1, 0 to 4, 0 to 1, and 0 to 2, respectively;
• W.sub.1, W.sub.2 and W.sub.4 are independently O, OCONR.sub.7, S(O).sub.n5, CO, C(.dbd.NR.sub.7)NR.sub.7, CR.sub.7 .dbd.CR.sub.7, C.tbd.C, NR.sub.7, CS, C.dbd.N--R.sub.7, C.dbd.NOR.sub.7, NR.sub.7 SO.sub.2, SO.sub.2 NR.sub.7, C.dbd.C(R.sub.7).sub.2, CR.sub.7 N(R.sub.7).sub.2, CR.sub.7 OR.sub.7, C(R.sub.7).sub.2, NCO.sub.2 R.sub.7, NR.sub.7 CO.sub.2, CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, NR.sub.7 CO, or CONR.sub.7 ;
• W.sub.3 is selected from the group consisting of NR.sub.7, NR.sub.7 SO.sub.2, NR.sub.7 CO.sub.2, NCON(R.sub.7).sub.2, NR.sub.7 CONR.sub.7, NCOR.sub.7, and --NR.sub.7 CO;
• R.sub.7 is independently H, Ar, a straight or branched alkyl or alkenyl group containing from 1 to 6 carbon atoms, or two R.sub.7 groups can be taken together to form a ring of 3-7 atoms, or a substituted derivative thereof wherein the substituents are one or more of CO.sub.2 R.sub.6, COR.sub.6, CON(R.sub.6).sub.2, NR.sub.6 CON(R.sub.6).sub.2, NR.sub.6 COR.sub.6, OR.sub.6, S(O).sub.n5 R.sub.6, N(R.sub.6).sub.2, Cl, Br, F, CF.sub.3, Ar, OAr, or S(O).sub.n5 Ar;
• Ar is independently phenyl, naphthyl, a 5- or 6-membered heterocycle containing 1 to 4 heteroatoms, a cycloalkyl containing 3 to 6 atoms, a fused ring system containing 8-10 atoms, or a substituted derivative thereof wherein the substituents are selected from the group consisting of F, Cl, Br, CN, NO.sub.2, (CH.sub.2).sub.n6 R.sub.6, (CH.sub.2).sub.n6 C(Me).dbd.CH.sub.2, (CH.sub.2).sub.n6 N(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 NR.sub.6 COR.sub.6, (CH.sub.2).sub.n6 OR.sub.6, (CH.sub.2).sub.n6 OCOR.sub.6, (CH.sub.2).sub.n6 OCON(R.sub.6).sub.2, (CH.sub.2).sub.n6 CO.sub.2 R.sub.6, (CH.sub.2).sub.n6 CON(R.sub.6).sub.2, (CH.sub.2).sub.n6 COR.sub.6, CF.sub.3, (CH.sub.2).sub.n6 S(O).sub.n5 R.sub.6, OCH.sub.2 O, or O(CH.sub.2).sub.2 O;
• and
• n6 is independently an integer of from 0 to 3.

A compound selected from:

• 5,6-Dihydro-4-hydroxy-6-(3-methylbutyl)-3-›(4-methylpentyl)(phenylmethyl)am ino!-6-phenyl-2H-pyran-2-one;
• 3-Diisobutylamino-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one;
• 5,6-Dihydro-4-hydroxy-6-(2-phenylethyl)-6-phenyl-3-(N-phenyl-N-propylamino) -2H-pyran-2-one;
• 3-(3,4-Dihydro-2H-quinolin-1-yl)-6-hexyl-5,6-dihydro-4-hydroxy-6-phenyl-2H- pyran-2-one;
• 5,6-Dihydro-4-hydroxy-3-›(2-isopropyl-5-methylphenyl)amino!-6,6-diphenyl-2H -pyran-2-one;
• 6-Butyl-3-›(1,4-di-tert-butyl-1H-imidazol-2-yl)amino!-5,6-dihydro-4-hydroxy -6-phenyl-2H-pyran-2-one;
• 3-(Cyclopropylphenylamino)-4-hydroxy-6-phenyl-6-(2-phenylethyl)-5,6-dihydro -2H-pyran-2-one;
• N-›3-›Cyclopropyl›4-hydroxy-2-oxo-6-phenyl-6-(2-phenylethyl)-5,6-dihydro-2H -pyran-3-yl!amino!phenyl!benzenesulfonamide;
• ›3-›Cyclopropyl›4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-p yran-3-yl!amino!phenyl!amide quinoline-8-sulfonic acid;
• 3-(Cyclopropylphenylamino)-4-hydroxy-6-(2-phenylethyl)-6-propyl-5,6-dihydro -2H-pyran-2-one;
• 4-Hydroxy-6-isobutyl-6-(2-phenylethyl)-3-(phenylpropylamino)-5,6-dihydro-2H -pyran-2-one;
• N-›4-Hydroxy-2-oxo-6-phenyl-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-3-yl!-N- phenylmethanesulfonamide;
• N-›6-(2-Benzo›1,3!dioxol-5-yl-ethyl)-4-hydroxy-2-oxo-6-phenyl-5,6-dihydro-2 H-pyran-3-yl!-N-(3-methylbutyl)benzenesulfonamide and
• 3-›Cyclopentyl(cyclopentylmethyl)amino!-4-hydroxy-6-phenyl-6-(2-phenylethyl )-5,6-dihydro-2H-pyran-2-one.