Hydroxamic and carbocyclic acids as metalloprotease inhibitors

A compound of the formula I:

• ##STR22## or pharmaceutically acceptable salts or prodrug forms thereof, wherein:
• A is --C(R.sup.1)(R.sup.1a)CONHOH;
• Q is CONHR.sup.13, or COOR.sup.21 ;
• R.sup.1 is selected from:
• C.sub.1 -C.sub.4 alkyl;
• R.sup.1a is selected from:
• OR.sup.15 or NHR.sup.15 ;
• R.sup.2 is selected from:
• C.sub.2 -C.sub.6 alkyl optionally substituted with R.sup.17b ;
• R.sup.3 is selected from:
• hydrogen, or
• C.sub.1 -C.sub.6 alkyl optionally substituted with R.sup.4 ;
• R.sup.4 is selected from:
• C.sub.1 -C.sub.4 alkyl,
• --NR.sup.8 R.sup.10, or
• aryl substituted with 0-1 C.sub.1 -C.sub.4 alkoxy;
• R.sup.8 is a substituent on nitrogen and is selected from:
• hydrogen,
• C.sub.1 -C.sub.6 alkyl substituted with 0-3 R.sup.20,
• C.sub.1 -C.sub.6 alkylcarbonyl,
• alkoxycarbonyl,
• arylalkoxycarbonyl,
• alkylaminocarbonyl,
• arylsulfonyl,
• heteroarylalkoxycarbonyl,
• cycloalkoxycarbonyl,
• heteroarylsulfonyl,
• alkylsulfonyl, or
• cycloalkylsulfonyl;
• R.sup.10 is selected from:
• hydrogen,
• C.sub.1 -C.sub.4 alkoxy, or
• C.sub.1 -C.sub.6 alkyl substituted with 0-4 R.sup.4 ;
• R.sup.10a is selected from:
• hydrogen or C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl carbonyl;
• R.sup.11 is selected from:
• H, or C.sub.1 -C.sub.4 alkyl:
• R.sup.13 is selected from:.
• C.sub.1 -C.sub.6 alkyl or phenyl which are independently substituted with R.sup.13a ;
• R.sup.13a is selected from:
• alkyl, alkoxy, phenyl:
• R.sup.14 is selected from:.
• hydrogen, methyl or ethyl:
• R.sup.15 is selected from:
• H, or
• C.sub.1 -C.sub.4 alkyl;
• R.sup.17b is selected from:
• aryl substituted with 0-2 R.sup.18, aryl substituted with halogen, hydroxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, or
• C.sub.3 -C.sub.8 cycloalkyl;
• R.sup.18, when a substituent on carbon, is selected from one or more of the following:
• phenoxy, benzyloxy, halogen, hydroxy, nitro, cyano, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --CO.sub.2 H, sulfonamide, C.sub.1 -C.sub.4 alkyl substituted with --NR.sup.10 R.sup.10a, --NR.sup.10 R.sup.10a, C.sub.1 -C.sub.4 hydroxyalkyl, methylenedioxy, ethylenedioxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylcarbonyloxy, C.sub.1 -C.sub.4 alkylcarbonyl, C.sub.1 -C.sub.4 alkylcarbonylamino, --S(O).sub.m R.sup.11, --NHSO.sub.2 R.sup.11 ;
• phenyl, optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy or NR.sup.10 R.sup.10a ;
• or R.sup.18 may be a 3- or 4-carbon chain attached to adjacent carbons on the ring to form a fused 5- or 6-membered ring, said 5- or 6-membered ring being optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy, --NR.sup.10 R.sup.10a, .dbd.O or .dbd.S when attached to a saturated carbon atom, or .dbd.O when attached to sulfur,
• m=0-2;.
• R.sup.18, when a substituted on nitrogen, is selected from one or more of the following:
• phenyl, benzyl, phenethyl, hydroxy, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 cycloalkylmethyl, --CH.sub.2 NR.sup.10 R.sup.10a, --NR.sup.10 R.sup.10a, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxycarbonyl, --CO.sub.2 H, C.sub.1 -C.sub.4 alkylcarbonyloxy, C.sub.1 -C.sub.4 alkylcarbonyl;
• R.sup.20 is selected from:
• aryl substituted with 0-5 R.sup.18 ;
• R.sup.21 is selected from:
• methyl, tert-butyl.