Patent ID: 6162814
Filing Date: 2000-12-19
Classification: C07D

Abstract:
A compound having the formula: ##STR16## where the hydroxamic acid moiety and the sulfonamido moiety are bonded to adjacent carbons of group A where:A is thiophenyl optionally substituted by R.sup.1, R.sup.2, R.sup.3 and R.sup.4 ;Z is aryl or heteroaryl, or heteroaryl fused to a phenyl or another heteroaryl, where aryl is phenyl, naphthyl, or phenyl fused to a heteroaryl, wherein heteroaryl is a 5-6 membered heteroaryl group having from 1 to 3 heteroatoms independently selected from N, O, and S and, wherein this aryl and heteroaryl may be optionally substituted by R.sup.1, R.sup.2, R.sup.3 and R.sup.4 ;where heteroaryl is as defined above and optionally substituted by R.sup.1, R.sup.2, R.sup.3 and R.sup.4 ;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently defined as --H, --COR.sup.5, --F, --Br, --Cl, --I, --C(O)NR.sup.5 OR.sup.6, --CN, --OR.sup.5, --C.sub.1 -C.sub.4 -perfluoroalkyl, --S(O).sub.x R.sup.5 where x is 0-2, --OPO(OR.sup.5)OR.sup.6, --PO(OR.sup.6)R.sup.5, --OC(O)NR.sup.5 R.sup.6, --COOR.sup.5, --CONR.sup.5 R.sup.6, --SO.sub.3 H, --NR.sup.5 R.sup.6, --NR.sup.6 COR.sup.6, --NR.sup.5 COOR.sup.6, --SO.sub.2 NR.sup.5 R.sup.6, --NO.sub.2, --N(R.sup.5)SO.sub.2 R.sup.6, --NR.sup.5 CONR.sup.5 R.sup.6, --NR.sup.5 C(.dbd.NR.sup.6)NR.sup.5 R.sup.6, 3-6 membered cycloheteroalkyl having one to three heteroatoms independently selected from N, O, and S, optionally having 1 or 2 double bonds and optionally substituted by one to three groups each selected independently from R.sup.5, -aryl or heteroaryl as defined above, SO.sub.2 NHCOR.sup.5 or --CONHSO.sub.2 R.sup.5 where R.sup.5 is not H, -tetrazol-5-yl, --SO.sub.2 NHCN, --SO.sub.2 NHCONR.sup.5 R.sup.6 or straight chain or branched --C.sub.1 -C.sub.6 alkyl, --C.sub.3 -C.sub.6 -cycloalkyl optionally having 1 or 2 double bonds, --C.sub.2 -C.sub.6 -alkenyl, or --C.sub.2 -C.sub.6 -alkynyl each optionally substituted with --COR.sup.5, --CN, --C.sub.2 -C.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, --OR.sup.5, --C.sub.1 -C.sub.4 -perfluoroalkyl, --S(O).sub.x R.sup.5 where x is 0-2, --OC(O)NR.sup.5 R.sup.6, --COOR.sup.5, --CONR.sup.5 R.sup.6, --SO.sub.3 H, --NR.sup.5 R.sup.6, --NR.sup.5 COR.sup.6, --NR.sup.5 COOR.sup.6, --SO.sub.2 NR.sup.5 R.sup.6, --NO.sub.2, --N(R.sup.5)SO.sub.2 R.sup.6, --NR.sup.5 CONR.sup.5 R.sup.6, --C.sub.3 -C.sub.6 cycloalkyl as defined above, --C.sub.3 -C.sub.6 cycloheteroalkyl as defined above, -aryl or heteroaryl as defined above, --SO.sub.2 NHCOR.sup.5 or --CONHSO.sub.2 R.sup.5 where R.sup.5 is not hydrogen, --OPO(OR.sup.5)OR.sup.6, --PO(OR.sup.6 R.sup.5, -tetrazol-5-yl, --C(O)NR.sup.5 OR.sup.6, --NR.sup.5 C(.dbd.NR.sup.6)NR.sup.5 R.sup.6, --SO.sub.2 NHCONR.sup.5 R.sup.6 or --SO.sub.2 NHCN;with the proviso that when R.sup.1 and R.sup.2 are on adjacent carbons of A, R.sup.1 and R.sup.2 together with the carbons to which they are attached can form a 5-7 membered saturated or unsaturated carbocyclic ring or heterocyclic ring containing one to two heteroatoms selected independently from N, O, and S, each optionally substituted with one to four groups selected independently from R.sup.4 ;R.sup.5 and R.sup.6 are independently H, aryl and heteroaryl as defined above, --C.sub.3 -C.sub.6 -cycloalkyl as defined above, --C.sub.3 -C.sub.6 -cycloheteroalkyl as defined above, --C.sub.1 -C.sub.4 -perfluoroalkyl, or straight chain or branched --C.sub.1 -C.sub.6 alkyl, --C.sub.2 -C.sub.6 -alkenyl, or --C.sub.2 -C.sub.6 -alkynyl each optionally substituted with --OH, --COR.sup.8, --CN, --C(O)NR.sup.8 OR.sup.9, --C.sub.2 -C.sub.6 -alkenyl, --C.sub.2 -C.sub.6 -alkynyl, --OR.sup.8, --C.sub.1 -C.sub.4 -perfluoroalkyl, --S(O).sub.x R.sup.8 where x is 0-2, --OPO(OR.sup.8)OR.sup.9, --PO(OR.sup.8)R.sup.9, --OC(O)NR.sup.8 R.sup.9, --COOR.sup.8, --CONR.sup.8 R.sup.9, --SO.sub.3 H, 'NR.sup.8 R.sup.9, --NCOR.sup.8 R.sup.9, --NR.sup.8 COOR.sup.9, --SO.sub.2 NR.sup.8 R.sup.9, --NO.sub.2, --N(R.sup.8)SO.sub.2 R.sup.9, --NR.sup.8 CONR.sup.8 R.sup.9, --C.sub.3 -C.sub.6 cycloalkyl as defined above, --C.sub.3 -C.sub.6 - cycloheteroalkyl as defined above, -aryl or heteroaryl as defined above, --SO.sub.2 NHCOR.sup.8 or --CONHSO.sub.2 R.sup.8 where R.sup.8 is not hydrogen, -tetrazol-5-yl, --NR.sup.8 C(.dbd.NR.sup.9)NR.sup.8 R.sup.9, --SO.sub.2 NHCONR.sup.8 R.sup.9, --SO.sub.2 NHCN;R.sup.7 is hydrogen, straight chain or branched --C.sub.1 -C.sub.6 -alkyl, --C.sub.2 -C.sub.6 -alkenyl, or --C.sub.2 -C.sub.6 -alkynyl each optionally substituted with --OH, --COR.sup.5, --CN, --C.sub.2 -C.sub.6 -alkenyl, --C.sub.2 -C.sub.6 -alkynyl, --OR.sup.5, --C.sub.1 -C.sub.4 -perfluoroalkyl, --S(O).sub.x R.sup.5 where x is 0-2, --OPO(OR.sup.5)OR.sup.6, --PO(OR.sup.5)R.sup.6, --OC(O)NR.sup.5 R.sup.6, --COOR.sup.5, --CONR.sup.5 R.sup.6, --SO.sub.3 H, --NR.sup.5 R.sup.6, --NR.sup.5 COR.sup.6, --NR.sup.5 COOR.sup.6, --SO.sub.2 NR.sup.5 R.sup.6, --NO.sub.2, --N(R.sup.5)SO.sub.2 R.sup.6, --NR.sup.5 CONR.sup.5 R.sup.6, --C.sub.3 -C.sub.6 cycloalkyl as defined above, --C.sub.3 -C.sub.6 -cycloheteroalkyl as defined above, -aryl or heteroaryl as defined above, --SO.sub.2 NHCOR.sup.5 or --CONHSO.sub.2 R.sup.5 where R.sup.5 is not hydrogen, -tetrazol-5-yl, --NR.sup.5 C(.dbd.NR6), --C(O)NR.sup.5 OR.sup.6, --SO.sub.2 NHCONR.sup.5 R.sup.6 or --SO.sub.2 NHCN;or R.sup.7 is phenyl or naphthyl, optionally substituted by R.sup.1, R.sup.2, R.sup.3 and R.sup.4 or a 5 to 6 membered heteroaryl group having 1 to 3 heteroatoms selected independently from N, O, and S optionally substituted by R.sup.1, R.sup.2, R.sup.3 and R.sup.4 ;or R.sup.7 is C.sub.3 -C.sub.6 cycloalkyl or 3-6 membered cycloheteroalkyl as defined above;R.sup.8 and R.sup.9 are independently H, aryl or heteroaryl as defined above, --C.sub.3 -C.sub.7 -cycloalkyl or cycloheteroalkyl as defined above, --C.sub.1 -C.sub.4 -perfluoroalkyl, straight chain or branched --C.sub.1 -C.sub.6 -alkyl, --C.sub.2 -C.sub.6 -alkenyl, or --C.sub.2 -C.sub.6 -alkynyl, each optionally substituted with hydroxy, alkoxy, aryloxy, --C.sub.1 -C.sub.4 -perfluoroalkyl, amino, mono- and di-C.sub.1 -C.sub.6 -alkylamino, carboxylic acid, carboalkoxy and carboaryloxy, nitro, cyano, carboxamido primary, mono- and di-C.sub.1 -C.sub.6 -alkylcarbamoyl;a pharmaceutically acceptable salt thereof where one may be formed;and an optical isomer or diastereomer thereof where optical isomers and diastereomers exist.