Patent ID: 6235764
Filing Date: 2001-05-22
Classification: A61P,C07C,C07D

Abstract:
A compound of the formula ##STR14##or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein,X.sup.1 is O or S;R.sup.1 is --(CH.sub.2).sub.t (4-5 membered heterocyclic), wherein t is an integer from 0 to 5; said heterocyclic group is optionally fused to a C.sub.6 -C.sub.10 aryl group, a C.sub.5 -C.sub.8 saturated cyclic group, or a 5-10 membered heterocyclic group; and said R.sup.1 group, including the optionally fused portions of said R.sup.1 group, is optionally substituted by 1 or 2 substituents independently selected from C.sub.1 -C.sub.4 alkyl, hydroxy and hydroxymethyl;R.sup.2 is H;R.sup.3 is H, C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, --(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), or --(CH.sub.2).sub.t (5-10 membered heterocyclic), wherein t is an integer from 0 to 5; said alkyl group optionally include 1 or 2 hetero moieties selected from O, S and --N(R.sup.6)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said aryl and heterocyclic R.sup.3 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 5-10 membered heterocyclic group; 1 or 2 carbon atoms in the foregoing heterocyclic moieties are optionally substituted by an oxo (.dbd.O) moiety; 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 from 2 to 5, and the foregoing R.sup.3 groups are optionally substituted by 1 to 5 R.sup.4 groups;each R.sup.4 is independently selected from C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, --OR.sup.5, --C(O)R.sup.5, --C(O)OR.sup.5, --NR.sup.6 C(O)OR.sup.5, --OC(O)R.sup.5, --NR.sup.6 SO.sub.2 R.sup.5, --SO.sub.2 NR.sup.5 R.sup.6, --NR.sup.6 C(O)R.sup.5, --C(O)NR.sup.5 R.sup.6, --NR.sup.5 R.sup.6, --S(O).sub.j R.sup.7 wherein j is an integer ranging from 0 to 2, --SO.sub.3 H, --NR.sup.5 (CR.sup.6 R.sup.7).sub.t OR.sup.6, --(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), --SO.sub.2 (CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), --S(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), --O(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), --(CH.sub.2).sub.t (5-10 membered heterocyclic), and --(CR.sup.6 R.sup.7).sub.m OR.sup.6, wherein m is an integer from 1 to 5 and t is an integer from 0 to 5; said alkyl group optionally contains 1 or 2 hetero moieties selected from O, S and --N(R.sup.6)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said aryl and heterocyclic R.sup.4 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 5-10 membered heterocyclic group; 1 or 2 carbon atoms in the foregoing heterocyclic moieties are optionally substituted by an oxo (.dbd.O) moiety; and the alkyl, aryl and heterocyclic moieties of the foregoing R.sup.4 groups are optionally substituted by 1 to 3 substituents independently selected from halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, --NR.sup.6 SO.sub.2 R.sup.5, --SO.sub.2 NR.sup.5 R.sup.6, --C(O)R.sup.5, --C(O)OR.sup.5, --OC(O)R.sup.5, --NR.sup.6 C(O)R.sup.5, --C(O)NR.sup.5 R.sup.6, --NR.sup.5 R.sup.6, --(CR.sup.6 R.sup.7).sub.m OR.sup.6 wherein m is an integer from 1 to 5, --OR.sup.5 and the substituents listed in the definition of R.sup.5 ;each R.sub.5 is independently selected from H, C.sub.1 -C.sub.10 alkyl, --(CH.sub.2).sub.t (C.sub.6 -C.sub.10 aryl), and --(CH.sub.2).sub.t (5-10 membered heterocyclic), wherein t is an integer from 0 to 5; said alkyl group optionally includes 1 or 2 hetero moieties selected from O, S and --N(R.sup.6)-- with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said 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 5-10 membered heterocyclic group; and the foregoing R.sup.5 subsituents, except H, are optionally substituted by 1 to 3 substituents independently selected from halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, --C(O)R.sup.6, --C(O)OR.sup.6, --CO(O)R.sup.6, --NR.sup.6 C(O)R.sup.7, --C(O)NR.sup.6 R.sup.7, --NR.sup.6 R.sup.7, hydroxy, C.sub.1 -C.sub.6 alkyl, and C.sub.1 -C.sub.6 alkoxy; andeach R.sup.6 and R.sup.7 is independently H or C.sub.1 -C.sub.6 alkyl.