Patent ID: 6087399
Filing Date: 2000-07-11
Classification: A61P,C07C,C07D

Abstract:
A compound of formula I: ##STR21## wherein: X is --CR(9)R(23)-- or --CO--;R(9) is hydrogen or --(C.sub.n H.sub.2n)--R(10);n is zero, 1, 2, 3, 4, 5, 6, 7, or 8;R(10) is hydrogen, cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, piperidyl, 1-pyrrolidinyl, N-morpholino, N-methylpiperazino, CF.sub.3, C.sub.2 F.sub.5, or C.sub.3 F.sub.7 ;where at least one CH.sub.2 -group of the group C.sub.n H.sub.2n is optionally replaced by --O--, --CH.dbd.CH--, --C.tbd.C--, --CO--, --CO--O--, --SO.sub.zero, 1 or 2 --, or --NR(11)--;R(11) is hydrogen, methyl, or ethyl;orR(10) is pyridyl, thienyl, imidazolyl or phenyl,each of which is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, methylsulfonyl, and methylsulfonylamino;orR(9) together with R(1) is a bond;R(23) is hydrogen, alkyl having 1, 2, or 3 carbon atoms, OH, O-alkyl having 1, 2, or 3 carbon atoms, COOH, COO-alkyl having 1, 2, or 3 carbon atoms, or --CO-- R(24);R(24) is hydrogen, methyl, or ethyl;R(1) and R(2)each independently represent hydrogen, CF.sub.3, C.sub.2 F.sub.5, C.sub.3 F.sub.7, alkyl having 1, 2, 3, 4, 5, or 6 carbon atoms, or phenyl,each of which is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, and methylsulfonyl;orR(1) and R(2)together are an alkylene chain having 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms;R(3) is R(12)--C.sub.a H.sub.2a (NR(13)).sub.m --;R(12) is hydrogen or cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, CF.sub.3, C.sub.2 F.sub.5, or C.sub.3 F.sub.7 ;a is zero, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;m is zero or 1;R(13) is hydrogen or alkyl having 1, 2, 3, 4, 5, or 6 carbon atoms;orR(12) and R(13)together are an alkylene group having 4, 5, 6, 7, or 8 carbon atoms,where at least one CH.sub.2 group of the alkylene group is optionally replaced by --O--, --SO.sub.zero, 1 or 2 --, --CO--, or --NR(11)--;R(11) is hydrogen, methyl, or ethyl;R(4) is R(14)--C.sub.r H.sub.2r ;r is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20;R(14) is hydrogen, cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, piperidyl, 1-pyrrolidinyl, N-morpholino, N-methylpiperazino, CF.sub.3, C.sub.2 F.sub.5, C.sub.3 F.sub.7, pyridyl, thienyl, imidazolyl, or phenyl,each of which is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, methylsulfonyl, and methylsulfonylamino;where at least one CH.sub.2 group of the group C.sub.r H.sub.2r is optionally replaced by --O--, --CH.dbd.CH--, --C.tbd.C--, --CO--, --CO--O--, --CO--NR(11)--, --SO.sub.zero, 1 or 2 --, or --NR(11)--;orR(3) and R(4)together are an alkylene chain having 3, 4, 5, 6, 7, or 8 carbon atoms,where at least one CH.sub.2 group of the alkylene chain is optionally replaced by --O--, --SO.sub.zero, 1 or 2 --, --CO--, or --NR(11)--;R(5) and R(6)together are --CR(15).dbd.CR(16)--CR(17).dbd.CR(18)--,R(15), R(16), R(17), and R(18)each independently represent hydrogen, F, Cl, Br, I, alkyl having 1, 2, 3, or 4 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, CN, CF.sub.3, C.sub.2 F.sub.5, C.sub.3 F.sub.7, N.sub.3, NO.sub.2, --CONR(19)R(20), --COOR(21), R(22)--C.sub.s H.sub.2s --Z--, or phenyl,each of which is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, and methylsulfonyl;R(19) and R(20)each independently represent hydrogen, or alkyl having 1, 2, or 3 carbon atoms;R(21) is hydrogen, methyl, ethyl, phenyl, or --C.sub.u H.sub.2u --NR(19)R(20);u is 2, or 3;where the phenyl is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, and methylsulfonyl;R(22) is hydrogen, cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, --COOR(21), thienyl, imidazolyl, pyridyl, quinolyl, isoquinolyl, piperidyl, 1-pyrrolidinyl, N-morpholino, N-methylpiperazino, CF.sub.3, C.sub.2 F.sub.5, C.sub.3 F.sub.7, or phenyl,each of which is unsubstituted or substituted by 1 or 2 substituents selected from F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, and methylsulfonyl;s is zero, 1, 2, 3, 4, 5, or 6;Z is --S(O).sub.zero, 1 or 2 --, --CO--, --SO.sub.2 --NR(11)--, --SO.sub.2 --O--, --O--, --NR(11)--, or --CO--NR(11)--;R(7) is hydrogen, hydroxyl, alkoxy having 1, 2, 3, or 4 carbon atoms, acyloxy having 1, 2, 3, or 4 carbon atoms, Cl, Br, F, or alkyl having 1, 2, 3, or 4 carbon atoms;R(8) is hydrogen or alkyl having 1, 2, 3, 4, 5, or 6 carbon atoms;or a physiologically tolerable salt thereof.