Patent ID: 6184221
Filing Date: 2001-02-06
Classification: A61P,C07D

Abstract:
A compound of formula I: ##STR13##in which:R(1) and R(2) independently of one another are 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,wherein said phenyl is unsubstituted or substituted by 1 or 2 identical or different substituents that are F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, or methylsulfonyl;orR(1) and R(2) together are an alkylene chain having 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms;where one CH.sub.2 group of the alkylene chain can be replaced by --O--, --CO--, --S--, --SO--, --SO.sub.2 --, or --NR(10)--;R(10) is hydrogen or alkyl having 1, 2, or 3 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 chain having 4, 5, 6, 7, or 8 carbon atoms,where one CH.sub.2 group of the alkylene chain can be replaced by --O--, --[SO.sub.zero, 1 or 2 ]--, --CO--, or --NR(10)--;R(10) is hydrogen or alkyl having 1, 2, or 3 carbon atoms;R(4) is R(14)--C.sub.r H.sub.2r ;r is zero, 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,wherein said phenyl is unsubstituted or substituted by 1 or 2 identical or different substituents that are F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, methylsulfonyl, or methylsulfonylamino;where one CH.sub.2 group of the group C.sub.r H.sub.2r can be replaced by --O--, --CH.dbd.CH--, --C.tbd.C--, --CO--, --CO--O--, --CO--NR(11)--, --[SO.sub.zero, 1, or 2 ]--, or --NR(11)--;R(11) is hydrogen or --(C.sub.a H.sub.2a)--R(10);where one CH.sub.2 group of the group C.sub.a H.sub.2a can be replaced by --O--, --CH.dbd.CH--, --C.tbd.C--, --CO--, --CO--O--, --O--CO--, --S--, --SO--, --SO.sub.2 --, --NR(10)--, or --CONR(10)--;R(10) is hydrogen or alkyl having 1, 2, or 3 carbon atoms;a is zero, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;orR(3) and R(4) together are an alkylene chain having 3, 4, 5, 6, 7, or 8 carbon atoms, where one CH.sub.2 group of the alkylene chain can be replaced by --O--, --[SO.sub.zero, 1, or 2 ]--, --CO--, or --NR(11)--;R(11) is hydrogen or --(C.sub.a H.sub.2a)--R(10),where one CH.sub.2 group of the group C.sub.a H.sub.2a can be replaced by --O--, --CH.dbd.CH--, --C.tbd.C--, --CO--, --CO--O--, --O--CO--, --S--, --SO--, --SO.sub.2 --, NR(10)--, or --CONR(10)--;R(10) is hydrogen or alkyl having 1, 2, or 3 carbon atoms;a is zero, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;R(5) and R(6) together are--CR(15).dbd.CR(16)--CR(17).dbd.N--,--CR(15).dbd.CR(16)--N.dbd.CR(17)--,--CR(15).dbd.N--CR(17).dbd.N--,--CR(15).dbd.N--N.dbd.CR(17)--,--N.dbd.CR(16)--CR(17).dbd.N--, or--S--CR(15).dbd.CR(16)--;R(15), R(16) and R(17) independently of one another are 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(21), --COOR(21),R(22)--C.sub.s H.sub.2s --Z--, or phenyl,wherein said phenyl is unsubstituted or substituted by 1 or 2 identical or different substituents that are F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, or methylsulfonyl;R(19) is 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);wherein said phenyl is unsubstituted or substituted by 1 or 2 identical or different substituents that are F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, or methylsulfonyl;R(20) is hydrogen or alkyl having 1, 2, or 3 carbon atoms;u is 2 or 3;R(22) is hydrogen, cycloalkyl having 3, 4, 5, 6, 7, or 8 carbon atoms, --COOR(21), CONR(19)R(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,wherein said phenyl is unsubstituted or substituted by 1 or 2 identical or different substituents that are F, Cl, Br, I, CF.sub.3, methyl, methoxy, sulfamoyl, or methylsulfonyl;s is zero, 1, 2, 3, 4, 5, or 6;Z is --[S(O).sub.zero, 1, or 2 ]--, --CO--, --SO.sub.(zero, 1, or 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 of a compound of formula I.