Patent IL-117868-A (IL)
Title: Arylsulfonyl hydroxamic acid derivatives and pharmaceutical compositions containing them
IPC: A61K31/54
Filed: 1996-04-11
Abstract: Matrix metalloproteinase and tumor necrosis factor production inhibitor compounds of the formula 1304 כ" ג בסיון התשס" א - June 14, 2001 or the pharmaceutically acceptable salts thereof, wherein the broken line represents an optional double bond; X is carbon, oxygen or sulfur; Y is carbon, oxygen, sulfur, sulfoxide, sulfone or nitrogen; R1, R2, R3, R4, R5, R7, R8 and R9 are selected from the group consisting of hydrogen, (C1-C6) alkyl optionally substituted by (C1-C6) alkylamino, (C1-C6) alkylthio, (C1-C6) alkoxy, trifluoromethyl, (C1-C10) aryl, (C5-C9) heteroaryl, (C1-C10) arylamino, (C1-C10) aryl (C6-C10) aryl, (C3-C6) cycloalkyl, hydroxy (C1-C6) alkyl, (C1-C6) alkyl (hydroxymethylene), piperazinyl, (C6-C10) aryl (C1-C6) alkoxy, (C5-C9) heteroaryl (C1-C6) alkoxy, (C1-C6) acylamino, (C1-C6) acylthio, (C1-C6) acyloxy, (C1-C6) alkylsulfonyl, (C1-C10) arylsulfinyl, (C1-C6) alkylsulfonyl, (C6-C10) arylsulfonyl, amino, (C1-C6) alkylamino or ((C1-C6) alkylamino)2; (C2-C6) alkenyl, (C6-C10) aryl (C2-C6) alkenyl, (C5-C9) heteroaryl (C2-C6 alkenyl, (C2-C6) alkynyl, (C6-C10) aryl (C2-C6) alkynyl, (C5-C9) heteroaryl (C2-C6) alkynyl, (C1-C6) alkylamino, (C1-C6) alkylthio, (C1-C6) alkoxy, trifluoromethyl, (C1-C6) alkyl (difluoromethylene), (C1-C3) alkyl (difluoromethylene) (C1-C3) alkyl, (C6-C10) aryl, (C5-C9) heteroaryl, (C6-C10) arylamino, (C6-C10) arylthio, (C6-C10) aryloxy, (C5-C9) heteroarylamino, (C5-C9) heteroarylthio, (C5-C9) heteroaryloxy, (C3-C6) cycloalkyl, (C1-C6) alkyl (hydroxymethylene), piperidyl, (C1-C6) alkylpiperidyl, (C1-C6) acylamino, (C1-C6) acylthio, (C1-C6) acyloxy, R13 (C1-C6) alkyl wherein R13 is (C1-C6) acylpiperazino, (C6-C10) arylpiperazino, (C5-C9) heteroarylpiperazino, (C1-C6) alkylpiperazino, (C6-C10) aryl (C1-C6) alkylpiperazino, (C5-C9) heteroaryl (C1-C6) alkylpiperazino, morpholino, thiomorpholino, piperidino, pyrrolidino, piperidyl (C1-C6) alkylpiperidyl, (C6-C10) arylpiperidyl, (C5-C9) heteroarylpiperidyl, (C1-C6) alkylpiperidyl (C1-C6) alkyl, (C6-C10) arylpiperidyl (C1-C6) alkyl, (C5-C9) heteroarylpiperidyl (C1-C6) alkyl or (C1-C6) acylpiperidyl; or a group of the formula wherein n is 0 to 6; Z is hydroxy, (C1-C6) alkoxy or NR14R15 wherein R14 and R15 are each independently selected from the group consisting of hydrogen, (C1-C6) alkyl optionally substituted by (C1-C6) alkylpiperidyl, (C6-C10) arylpiperidyl, (C5-C9) heteroarylpiperidyl, (C6-C10) aryl, 1305 כ" ג בסיון התשס" א - June 14, 2001 (C5-C9) heteroaryl, (C6-C10) aryl (C6-C10) aryl or (C3-C6) cycloalkyl; piperidyl, (C1-C6) alkylpiperidyl, (C6-C10) arylpiperidyl, (C5-C9) heteroarylpiperidyl, (C1-C6) acylpiperidyl, (C6-C10) aryl, (C5-C9) heteroaryl, (C6-C10) aryl (C6-C10) aryl, (C3-C6) cycloalkyl, R16 (C2-C6) alkyl, (C1-C5) alkyl (CHR16) (C1-C6) alkyl wherein R16 is hydroxy, (C1-C6) acyloxy, (C1-C6) alkoxy, piperazino, (C1-C6) acylamino, (C1-C6) alkylthio, (C6-C10) arylthio, (C1-C6) alkylsulfinyl, (C6-C10) arylsulfinyl, (C1-C6) alkylsulfoxyl, (C6-C10) arylsulfoxyl, amino, (C1-C6) alkylamino, ((C1-C6) alkyl)2 amino, (C1-C6) acylpiperazino, (C1-C6) alkylpiperazino, (C6-C10) aryl (C1-C6) alkylpiperazino, (C5-C9) heteroaryl (C1-C6) alkylpiperazino, morpholino, thiomorpholino, piperidino or pyrrolidino; R17 (C1-C6) alkyl, (C1-C5) alkyl (CHR17) (C1-C6) alkyl wherein R17 is piperidyl or (C1-C6) alkylpiperidyl; and CH(R18)COR19 wherein R18 is hydrogen, (C1-C6) alkyl, (C6-C10) aryl (C1-C6) alkyl, (C5-C9) heteroaryl (C1-C6) alkyl, (C1-C6) alkylthio, (C1-C6) alkyl, (C6-C10) arylthio (C1-C6) alkyl, (C1-C6) alkylsulfinyl (C1-C6) alkyl, (C6-C10) arylsulfinyl (C1-C6) alkyl, (C1-C6) alkylsulfonyl (C1-C6) alkyl, (C6-C10) arylsulfonyl (C1-C6) alkyl, hydroxy (C1-C6) alkyl, amino (C1-C6) alkyl, (C1-C6) alkylamino (C1-C6) alkyl, ((C1-C6) alkylamino)2 (C1-C6) alkyl, R20R21NCO (C1-C6) alkyl or R20OCO (C1-C6) alkyl wherein R20 and R21 are each independently selected from the group consisting of hydrogen, (C1-C6) alkyl, (C6-C10) aryl (C1-C6