Patent ID: 6077864
Filing Date: 2000-06-20
Classification: A61P,C07D

Abstract:
A compound of the formula ##STR6## or a pharmaceutically acceptable salt thereof, wherein the broken line represents an optional double bond;n is 0, 1 and 2;X and Y are each independently CR.sup.1 wherein R.sup.1 is hydrogen, (C.sub.1 -C.sub.6)alkyl optionally substituted by (C.sub.1 -C.sub.6)alkylamino, (C.sub.1 -C.sub.6)alkylthio, (C.sub.1 -C.sub.6)alkoxy, trifluoromethyl, (C.sub.6 -C.sub.10)aryl, (C.sub.5 -C.sub.9)heteroaryl, (C.sub.6 -C.sub.10)arylamino, (C.sub.6 -C.sub.10)arylthio, (C.sub.6 -C.sub.10)aryloxy, (C.sub.5 -C.sub.9)heteroarylamino, (C.sub.5 -C.sub.9)heteroarylthio, (C.sub.5 -C.sub.9)heteroaryloxy, (C.sub.6 -C.sub.10)aryl(C.sub.6 -C.sub.10)aryl, (C.sub.3 -C.sub.6)cycloalkyl, hydroxy(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkyl(hydroxymethylene),piperazinyl,(C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkoxy,(C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.6)acylamino, (C.sub.1 -C.sub.6)acylthio, (C.sub.1 -C.sub.6)acyloxy, (C.sub.1 -C.sub.6)alkylsulfinyl, (C.sub.6 -C.sub.10)arylsulfinyl, (C.sub.1 -C.sub.6)alkylsulfonyl, (C.sub.6 -C.sub.10)arylsulfonyl, amino, (C.sub.1 -C.sub.6)alkylamino or ((C.sub.1 -C.sub.6)alkyl).sub.2 amino or R.sup.1 is; trifluoromethyl, (C.sub.1 -C.sub.6)alkyl (difluoromethylene), (C.sub.1 C.sub.3)alkyl(difluoromethylene)(C.sub.1 -C.sub.3)alkyl, (C.sub.6 -C.sub.10) aryl, (C.sub.5 -C.sub.9)heteroaryl, (C.sub.3 -C.sub.6)cycloalkyl, (C.sub.1 -C.sub.6)alkyl-(hydroxymethylene), R.sup.3 (C.sub.1 -C.sub.6)alkyl wherein R.sup.3 is (C.sub.1 -C.sub.6)acylpiperazino, (C.sub.6 -C.sub.10)arylpiperazino, (C.sub.5 -C.sub.9)heteroarylpiperazino, (C.sub.1 -C.sub.6)alkylpiperazino, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkylpiperazino, (C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkylpiperazino, morpholino, thiomorpholino, pyrrolidino, piperidyl, (C.sub.1 -C.sub.6)alkylpiperidyl, (C.sub.6 -C.sub.10)arylpiperidyl, (C.sub.5 -C.sub.9)heteroarylpiperidyl, (C.sub.1 -C.sub.6)alkylpiperidyl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)arylpiperidyl(C.sub.1 -C.sub.6)alkyl, (C.sub.5 -C.sub.9)heteroarylpiperidyl(C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.6)acylpiperidyl;or a group of the formula ##STR7## wherein r is 0 to 6; D is hydroxy, (C.sub.1 -C.sub.6)alkoxy,piperidyl,(C.sub.1 -C.sub.6)alkylpiperidyl,(C.sub.6 -C.sub.10)arylpiperidyl, (C.sub.5 -C.sub.9)heteroarylpiperidyl, (C.sub.1 -C.sub.6)acylpiperidyl or NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are each independently selected from the group consisting of hydrogen, (C.sub.1 -C.sub.6)alkyl optionally substituted by (C.sub.1 -C.sub.6)alkylpiperidyl, (C.sub.6 -C.sub.10)arylpiperidyl, (C.sub.5 -C.sub.9)heteroarylpiperidyl, (C.sub.6 -C.sub.10)aryl, (C.sub.5 -C.sub.9)heteroaryl, (C.sub.6 -C.sub.10)aryl(C.sub.6 -C.sub.10)aryl or (C.sub.3 -C.sub.6)cycloalkyl; or R.sup.4 and R.sup.5 are each independent by selected from the group consisting of (C.sub.6 -C.sub.10)aryl (C.sub.5 -C.sub.9)heteroaryl, (C.sub.6 -C.sub.10)aryl(C.sub.6 -C.sub.10)aryl, (C.sub.3 -C.sub.6)cycloalkyl, R.sup.6 (C.sub.2 -C.sub.6)alkyl, (C.sub.1 -C.sub.5)alkyl(CHR.sup.6)(C.sub.1 -C.sub.6)alkyl wherein R.sup.4 is hydroxy, (C.sub.1 -C.sub.6)acyloxy, (C.sub.1 -C.sub.6)alkoxy, piperazino, (C.sub.1 -C.sub.6)acylamino, (C.sub.1 -C.sub.6)alkylthio, (C.sub.6 -C.sub.10)arylthio, (C.sub.1 -C.sub.6)alkylsulfinyl, (C.sub.6 -C.sub.10)arylsulfinyl, (C.sub.1 -C.sub.6)alkylsufonyl, (C.sub.6 -C.sub.10)arylsulfonyl, amino, (C.sub.1 -C.sub.6)alkylamino, ((C.sub.1 -C.sub.6)alkyl).sub.2 amino, (C.sub.1 -C.sub.6)acylpiperazino, (C.sub.1 -C.sub.6)alkylpiperazino, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkylpiperazino,(C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkylpiperazino,morpholino,thiomorpholino, piperidino or pyrrolidino; or R.sup.4 and R.sup.5 are each independently selected from the group consisting of R.sup.7 (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkyl(CHR.sup.7)(C.sub.1 -C.sub.6)alkyl wherein R.sup.7 is piperidyl or (C.sub.1 -C.sub.6)alkylpiperidyl; or R.sup.4 and R.sup.5 is and CH(R.sup.8)COR.sup.9 wherein R.sup.8 is hydrogen, (C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkyl, (C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylthio(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)arylthio(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylsulfinyl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)arylsulfinyl(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylsulfonyl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)arylsulfonyl(C.sub.1 -C.sub.6)alkyl, hydroxy(C.sub.1 -C.sub.6)alkyl, amino(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkyl, ((C.sub.1 -C.sub.6)alkylamino).sub.2 (C.sub.1 -C.sub.6)alkyl, R.sup.10 R.sup.11 NCO(C.sub.1 -C.sub.6)alkyl or R.sup.10 OCO(C.sub.1 -C.sub.6)alkyl wherein R.sup.10 and R.sup.11 are each independently selected from the group consisting of hydrogen, (C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkyl and (C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkyl; and R.sup.9 is R.sup.12 O or R.sup.12 R.sup.13 N wherein R.sup.12 and R.sup.13 are each independently selected from the group consisting of hydrogen, (C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkyl and (C.sub.5 -C.sub.9)heteroaryl(C.sub.1 -C.sub.6)alkyl; andAr is (C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryloxy(C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl(C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl(C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.10)aryloxy(C.sub.5 -C.sub.9)heteroaryl, (C.sub.5 -C.sub.9)heteroaryl, (C.sub.1 -C.sub.6)alkyl(C.sub.6 -C.sub.10)aryl, (C.sub.1 -C.sub.6)alkoxy(C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkoxy(C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl, (C.sub.5 -C.sub.9)heteroaryloxy(C.sub.6 -C.sub.10)aryl, (C.sub.1 -C.sub.6)alkyl(C.sub.5 -C.sub.9)heteroaryl, (C.sub.1 -C.sub.6)alkoxy(C.sub.5 -C.sub.9)heteroaryl, (C.sub.6 -C.sub.10)aryl(C.sub.1 -C.sub.6)alkoxy(C.sub.5 -C.sub.9)heteroaryl, (C.sub.5 -C.sub.9)heteroaryloxy(C.sub.5 -C.sub.9)heteroaryl, (C.sub.6 -C.sub.10)aryloxy(C.sub.1 -C.sub.6)alkyl, (C.sub.5 -C.sub.9)heteroaryloxy(C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkyl(C.sub.6 -C.sub.10)aryloxy(C.sub.6 -C.sub.10)aryl, (C.sub.1 -C.sub.6)alkyl(C.sub.5 -C.sub.9)heteroaryloxy(C.sub.6 -C.sub.10)aryl, (C.sub.1 -C.sub.6)alkyl(C.sub.6 -C.sub.10)aryloxy(C.sub.5 -C.sub.9)heteroaryl, (C.sub.1 -C.sub.6)alkoxy(C.sub.6 -C.sub.10)aryloxy(C.sub.6 -C.sub.10)aryl,(C.sub.1 -C.sub.6)alkoxy(C.sub.5 -C.sub.9)heteroaryloxy(C.sub.6 -C.sub.10)aryl or (C.sub.1 -C.sub.6)alkoxy(C.sub.6 -C.sub.10)aryloxy(C.sub.5 -C.sub.9)heteroaryl wherein each aryl group is optionally substituted by fluoro, chloro, bromo, (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkoxy or perfluoro (C.sub.1 -C.sub.3)alkyl.