Patent ID: 6313100
Filing Date: 2001-11-06
Classification: A61P,C07H,C12P

Abstract:
A compound of the formula ##STR33##or a pharmaceutically acceptable salt, prodrug or solvate thereof wherein:R.sup.1 is H and R.sup.2 is --NR.sup.3 R.sup.4, --NR.sup.4 C(O)R.sup.3, --OC(O)NR.sup.3 R.sup.4 or --OR.sup.3 ;or R.sup.1 and R.sup.2 are taken together to form .dbd.N--OR.sup.3, .dbd.CR.sup.4 R.sup.3, .dbd.CR.sup.4 C(O)R.sup.3, .dbd.CR.sup.4 C(O)OR.sup.3, or .dbd.CR.sup.4 C(O)NR.sup.3 R.sup.4 ;each R.sup.3 is independently selected from the group consisting of H, C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, --(CH.sub.2).sub.t (C.sub.3 -C.sub.10 cycloalkyl), --(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), and --(CH.sub.2).sub.t (4-10 membered heterocyclic), wherein t is an integer ranging from 0 to 5, said alkyl group optionally contains 1 or 2 hetero moieties selected from O, --S(O).sub.j -- wherein j is an integer ranging from 0 to 2, and --N(R.sup.7)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said cycloalkyl, aryl and heterocyclic R.sup.3 groups are optionally fused to a benzene ring, a C.sub.5 -C.sub.8 saturated cyclic group, or a 4-10 membered heterocyclic group; the --(CH.sub.2).sub.t -- moieties of the foregoing R.sup.3 groups optionally include a carbon-carbon double or triple bond where t is an integer between 2 and 5; and the foregoing R.sup.3 groups, except H but including any optional fused rings referred to above, are optionally substituted by 1 to 5 R.sup.5 groups, with the proviso that R.sup.3 is not H, methyl or ethyl where R.sup.1 is H and R.sup.2 is --OR.sup.3 ;each R.sup.4 is independently H or C.sub.1 -C.sub.10 alkyl;each R.sup.5 is independently selected from the group consisting of C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl, halo, cyano, nitro, trifluoromethyl, difluoromethoxy, trifluoromethoxy, azido, --OR.sup.6, --C(O)R.sup.6, --C(O)OR.sup.6, --NR.sup.7 C(O)OR.sup.9, --OC(O)R.sup.6, --NR.sup.7 SO.sub.2 R.sup.9, --SO.sub.2 NR.sup.6 R.sup.7, --NR.sup.7 C(O)R.sup.6, --C(O)NR.sup.6 R.sup.7, --NR.sup.6 R.sup.7, --S(O).sub.j (CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), --S(O).sub.j (C.sub.1 -C.sub.6 alkyl), wherein j is an integer ranging from 0 to 2, --(CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), --O(CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), --NR.sup.7 (CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), and --(CH.sub.2).sub.m (4-10 membered heterocyclic), wherein m is an integer ranging from 0 to 4; said alkyl group optionally contains 1 or 2 hetero moieties selected from O, --S(O).sub.j -- wherein j is an integer ranging from 0 to 2, and --N(R.sup.7)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said cycloalkyl, aryl and heterocyclic R.sup.5 groups are optionally fused to a C.sub.6 -C.sub.10 aryl group, a C.sub.5 -C.sub.8 saturated cyclic group, or a 4-10 membered heterocyclic group; and said alkyl, cycloalkyl, aryl and heterocyclic R.sup.5 groups are optionally substituted by 1 to 5 substituents independently selected from the group consisting of halo, cyano, nitro, trifluoromethyl, difluoromethoxy, trifluoromethoxy, azido, --NR.sup.7 SO.sub.2 R.sup.9, --SO.sub.2 NR.sup.6 R.sup.7, --C(O)R.sup.6, --C(O)OR.sup.6, --OC(O)R.sup.6, --NR.sup.7 C(O)OR.sup.9, --NR.sup.7 C(O)R.sup.6, --C(O)NR.sup.6 R.sup.7, --NR.sup.6 R.sup.7, --OR.sup.6, C.sub.1 -C.sub.10 alkyl, --(CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), and --(CH.sub.2).sub.m (4-10 membered heterocyclic), wherein m is an integer ranging from 0 to 4;each R.sup.6 is independently selected from the group consisting of H, C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl, --(CH.sub.2).sub.m (C.sub.6 -C.sub.10 aryl), and --(CH.sub.2).sub.m (4-10 membered heterocyclic), wherein m is an integer ranging from 0 to 4; said alkyl group optionally includes 1 or 2 hetero moieties selected from O, --S(O).sub.j -- wherein j is an integer ranging from 0 to 2, and --N(R.sup.7)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said cycloalkyl, aryl and heterocyclic R.sup.6 groups are optionally fused to a C.sub.6 -C.sub.10 aryl group, a C.sub.5 -C.sub.8 saturated cyclic group, or a 4-10 membered heterocyclic group; and the foregoing R.sup.6 substituents, except H, are optionally substituted by 1 to 5 substituents independently selected from the group consisting of halo, cyano, nitro, trifluoromethyl, difluoromethoxy, trifluoromethoxy, azido, --C(O)R.sup.7, --C(O)OR.sup.7, --OC(O)R.sup.7, --NR.sup.7 C(O)R.sup.8, --C(O)NR.sup.7 R.sup.8, --NR.sup.7 R.sup.8, hydroxy, C.sub.1 -C.sub.6 alkyl, and C.sub.1 -C.sub.6 alkoxy;each R.sup.7 and R.sup.8 is independently H or C.sub.1 -C.sub.6 alkyl; and,R.sup.9 is selected from the substituents provided in the definition of R.sup.6 except H.