Patent ID: 6583148
Filing Date: 2003-06-24
Classification: A61P,C07D

Abstract:
A compound of the formula wherein:X is a C6-10 aryl ring or a C6-10 heteroaryl ring optionally substituted with one or more substituents selected from the group consisting of halogen, C1-6 alkyl, C2-7alkenyl, C2-7alkynyl, C6-10aryl, C6-10heteroaryl, OR, NR9R10 (wherein R9 and R10 may be the same or different and are H, C1-6alkyl, C3-8cycloalkyl, C6-10aryl, or C6-10arylC1-6alkyl), NROR, C(O)NR9R10, C(O)OR, C(O)R, NRC(O)NR9R10, NRC(O)R, NRC(O)OR, CR(OH)R, OC(O)R, S(O)nRâ€² wherein n is 0, 1 or 2, NRâ€²S(O)mRâ€² wherein m is 1 or 2, S(O)2NR9R10, NO2, CN, CF3, and OCF3, wherein R is H, C1-6alkyl, C3-8cycloalkyl, C6-10aryl or C6-10arylC1-6alkyl and Râ€² is C1-6alkyl, C3-8cycloalkyl, C6-10aryl or C6-10arylC1-6alkyl; R1 is pyrrolidino, 3-oxopiperidino, 4-oxopiperidino, or NR4R5, wherein R4 and R5 are independently H, C3-11alkenyl, C3-11alkynyl, dihydroxyC3-10alkyl, hydroxyC2-10alkyl, C1-6alkyloxyC2-6alkyl, C1-6alkylthioC2-6alkyl, (C1-6alkyl)j(C3-9cycloalkyl)(CH2)q (wherein j is 0 or 1 and q is 0-6), (C1-6alkyl)j(C4-9heterocycloalkyl)(CH2)q (wherein j and q are as above and the heterocyclic ring contains one heteroatom which is O, S or N), oxo(C3-8cycloalkyl)(CH2)q (wherein q is 0-6), hydroxy(CH2)p(C3-8cycloalkyl)(CH2)q (wherein p and q are independently 0-6), or C2-6alkyl, provided that both R4 and R5 are not H or C2-6alkyl and that if R4 is H, R5 is not hydroxyC1-6alkyloxyC2-6alkyl; wherein C or N atoms of R4 and R5 may be substituted with one or more substituents selected from the group consisting of OH, oxo, C1-6alkyl, C2-7alkenyl, C2-7alkynyl, C6-10aryl, C6-10heteroaryl, hydroxyC1-6alkyl, dihydroxyC1-6alkyl, C1-6alkoxy, C1-6aryloxy, C6-10heteroaryloxy, hydroxyC1-6alkoxy, C1-6alkoxyC1-6alkyl, C6-10aryloxyC1-6alkyl, C6-10heteroaryloxyC1-6alkyl, C3-8cycloalkyl, C6-10arylC1-6alkyl, C6-10heteroarylC1-6alkyl, C6-10arylC1-6alkoxy, C6-10heteroarylC1-6alkoxy, C1-6alkylcarbonylC1-6alkyl, C6-10arylcarbonylC1-6alkyl, carboxyC1-6alkyl, C1-6alkoxycarbonylC1-6alkyl, C6-10aryloxycarbonylC1-6alkyl, C6-10arylC1-6alkyloxycarbonylC1-6alkyl, cyanoC1-6alkyl, C1-6alkylthioC1-6alkyl, C1-6alkylsulfinylC1-6alkyl, C1-6alkylsulfonylC1-6alkyl, C6-10arylthioC1-6alkyl, C6-10arylsulfinylC1-6alkyl, C6-10arylsulfonylC1-6alkyl, C6-10arylC1-6alkylthioC1-6alkyl, C6-10arylC1-6alkylsulfinylC1-6alkyl, C6-10arylC1-6alkylsulfonylC1-6alkyl, C6-10heteroarylthioC1-6alkyl, C6-10heteroarylsulfinylC1-6alkyl, C6-10heteroarylsulfonylC1-6alkyl, aziridino, azetidino, pyrrolidino, piperidino, heptamethyleneimino, homopiperazino, N-substituted homopiperazino (wherein the substituent may be C1-6alkyl, C6-10aryl, C6-10arylC1-6alkyl or C6-10heteroaryl), piperazino, N-substituted piperazino (wherein the substituent may be C1-6alkyl, C6-10aryl, C6-10arylC1-6alkyl or C6-10heteroaryl), morpholino, homomorpholino, thiomorpholino, aminoC1-6alkyl, C1-6alkylaminoC1-6alkyl, di(C1-6alkyl)aminoC1-6alkyl (wherein the alkyl groups may be the same or different), C6-10arylaminoC1-6alkyl, C6-10arylC1-6alkylaminoC1-6alkyl, di(C6-10aryl)aminoC1-6alkyl (wherein the aryl groups may be the same or different), di(C6-10arylC1-6alkyl)aminoC1-6alkyl (wherein the arylalkyl groups may be the same or different), R12C(O)C1-6alkyl (wherein R12 is aziridino, azetidino, pyrrolidino, piperidino, heptamethyleneimino, piperazino, homopiperazino, morpholino, homomorpholino, or thiomorpholino), C(O)R6, C(O)C(O)R6, C(S)R6, S(O)2R6, and C(NR11)R6 (wherein R11 is hydrogen, C1-6alkyl or C6-10aryl and R6 may be H, C1-6alkyl, C6-10aryl, C6-10arylC1-6alkyl or C6-10heteroaryl); or a pharmaceutically acceptable ester, amide, salt or solvate thereof.