Patent ID: 6387901
Filing Date: 2002-05-14
Classification: A61P,C07D

Abstract:
A compound of the formula wherein X is S, O, >CH2 or >NR11; R11 is hydrogen, (C1-C6)alkyl, (C6-C10)aryl(C1-C6)alkyl, (C2-C9)heteroaryl(C1-C6)alkyl or a group of the formula n is an integer from one to six; R12 and R13 are independently selected from hydrogen, (C1-C6)alkyl, (C6-C10)aryl or (C2-C9)heteroaryl or R12 and R13 may be taken together form a ring of 3 to 8 atoms; R1 is selected from the group consisting of hydrogen, fluoro or (C1-C6)alkyl or R1 may be taken together with anyone of R2 through R13 to form a ring; R2, R3, R4, R5, R6 and R7 are selected from the group consisting of hydrogen, hydroxy, (C1 -C6)alkyl, amino, (C1-C6)alkylamino-, ((C1-C6)alkyl)2amino-, â€”CN, (C2-C6)alkenyl, (C6-C10)aryl(C2-C6)alkenyl, (C2-C9)heteroaryl(C2-C6)alkenyl, (C2-C6)alkynyl, (C6-C10)aryl(C2-C6)alkynyl, (C2C9)heteroaryl(C2-C6)alkynyl, (C1-C6)alkylamino, (C1-C6)alkylthio, (C1-C6)alkoxy, perfluoro(C1-C6)alkyl, (C6-C10)aryl, (C2-C9)heteroaryl, (C6-C10)arylamino, (C6-C10)arylthio, (C6-C10)aryloxy, (C2-C9)heteroarylamino, (C2-C9)heteroarylthio, (C2-C9)heteroaryloxy, (C3-C6)cycloalkyl, (C1-C6)alkyl(hydroxymethylene), piperidyl, (C1-C6)alkylpiperidyl, (C1-C6)acylamino, (C1-C6)acylthio, (C1-C6)acyloxy, (C1-C6)alkoxy-(C&boxH;O)â€”, â€”CO2H, (C1-C6)alkyl-NHâ€”(C&boxH;O)â€”, and [(C1-C6)alkyl]2â€”Nâ€”(C&boxH;O)â€”; wherein said (C1-C6)alkyl moiety is optionally substituted by one or two groups selected from (C1-C6)alkylthio, (C1-C6)alkoxy, trifluoromethyl, halo, â€”CN, (C6-C10)aryl, (C2-C9)heteroaryl, (C6-C10)arylamino, (C6-C10)arylthio, (C6-C10)aryloxy, (C2-C9)heteroarylamino, (C2-C9)heteroarylthio, (C2-C9)heteroaryloxy, (C6-C10)aryl(C6-C10)aryl, (C3-C6)cycloalkyl, hydroxy, piperazinyl, (C6-C10)aryl(C1-C6)alkoxy, (C2-C9)heteroaryl(C1-C6)alkoxy, (C1-C6)acylamino, (C1-C6)acylthio, (C1-C6)acyloxy, (C1-C6)alkylsulfinyl, (C6-C10)arylsulfinyl, (C1-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, amino, (C1-C6)alkylamino or ((C1-C6)alkyl)2amino; R8, R9 and R10 are hydrogen, (C1-C6)alkyl, â€”CN, (C2-C6)alkenyl, (C2-C6)alkynyl, (C6-C10)aryl, (C2-C9)heteroaryl, (C6-C10)aryl(C6-C10)aryl, (C6-C10)aryl(C2-C9)heteroaryl, (C2-C9)heteroaryl(C6-C10)aryl, (C2-C9)heteroaryl(C2-C9)heteroaryl, (C6-C10)aryloxy(C6-C10)aryl, (C6-C10)aryloxy(C2-C9)heteroaryl, (C2-C9)heteroaryloxy(C6-C10)aryl, (C2-C9)heteroaryloxy(C2-C9)heteroaryl, (C6-C10)aryl(C1-C6)alkyl(C6-C10)aryl, (C6-C10)aryl(C1-C6)alkyl(C2-C9)heteroaryl, (C6-C10)aryl(C1-C6)alkoxy(C6-C10)aryl, (C6-C10)aryl(C1-C6)alkoxy(C2-C9)heteroaryl, (C6-C10)aryloxy(C1-C6)alkyl(C6-C10)aryl, (C6-C10)aryloxy(C1-C6)alkyl(C2-C9)heteroaryl, (C2-C9)heteroaryl(C1-C6)alkyl(C6-C10)aryl, (C2-C9)heteroaryl(C1-C6)alkyl(C2-C9)heteroaryl, (C2-C9)heteroaryl(C1-C6)alkoxy(C6-C10)aryl, (C2-C9)heteroaryl(C1-C6)alkoxy(C2-C9)heteroaryl, (C2-C9)heteroaryloxy(C1-C6)alkyl(C6-C10)aryl, or (C2-C9)heteroaryloxy(C1-C6)alkyl(C2-C9)heteroaryl, wherein each of said (C6-C10)aryl or (C2-C9)heteroaryl moieties is optionally substituted on any of the ring carbon atoms capable of forming an additional bond by one or more substituents per ring, independently selected from fluoro, chloro, bromo, (C1-C6)alkyl, (C1-C6)alkoxy, perfluoro(C1-C3)alkyl, perfluoro(C1-C3)alkoxy, (C6-C10)aryloxy and (C2-C9)heteroaryloxy; wherein said R10 group (C1-C6)alkyl may optionally be substituted with one to three groups independently selected from hydroxy, halo, (C1-C6)alkyl, (C1-C6)alkoxy, amino, (C1-C6)alkylamino-, ((C1-C6)alkyl)2amino-, â€”CN, (C2-C6)alkenyl, (C2-C6)alkynyl, (C6-C10)aryl, (C2-C9)heteroaryl, (C6-C10)aryloxy, (C6-C10)aryl(C6-C10)aryl, (C6-C10)aryl(C1-C6)alkoxy, (C6-C10)arylamino, (C6-C10)arylthio, (C6-C10)aryloxy, (C2-C9)heteroarylamino, (C2-C9)heteroarylthio, (C2-C9)heteroaryloxy, and (C3-C6)cycloalkyl; or a pharmaceutically acceptable salt thereof.