Substituted 1-(4-aminophenyl)imidazoles and their use as anti-inflammatory agents

    公开(公告)号:US06627647B1

    公开(公告)日:2003-09-30

    申请号:US09533207

    申请日:2000-03-23

    IPC分类号: A61K314439

    CPC分类号: C07D233/64

    摘要: A compound of Formula Ia wherein: R1 and R2, which are the same or different, are CF3; halogen; CN; branched or unbranched C1-8 alkyl; branched or unbranched C1-8 alkenyl; C3-8 cycloalkyl optionally substituted with OH, CN, or methoxy; C1-8 alkoxy; C1-4 alkyloxyalkyl; C1-8 alkylthio; C1-4 alkylthioalkyl; C1-8 dialkylamino; C1-4 dialkylaminoalkyl; CO2R4 where R4 is C1-4 alkyl or C1-4 alkenyl optionally substituted with carbocyclyl or heterocyclyl; or aryl or heterocyclyl connected to the imidazole in any position that makes a stable bond wherein the aryl or the heterocyclyl thereof is optionally substituted with halogen, C1-4 alkyl, C1-4 alkenyl, CN, Me2N, CO2Me, OMe, aryl, heterocyclyl, or R4; L is —NHC(O)—; —NHC(O)O—; —NHC(O)C(O)—; —NHC(S)—; —NH—; —NHC(O)NH—; —NHC(S)NH—; —NHCH2—; —NHCH(R5)—, wherein R5 is H, CN, C1-6 alkyl, C1-6 alkyloxyalkyl, C1-6 alkylthioalkyl, C1-6 alkylsulfinylalkyl, C1-6 alkylsulfonylalkyl, C3-6 cycloalkyl, heterocyclyl, or aryl optionally substituted with a halogen, C1-4 alkyl, CN, Me2N, CO2Me, or OMe; or —NHC(R5)-lower alkyl; and R3 is C1-8 alkyl; C1-8 alkyloxy; C1-8 alkylthio; C1-8 alkylamino; C1-4 alkoxyalkyl; C1-4 alkylthioalkyl; C1-4 alkylaminoalkyl; C1-4 dialkylaminoalkyl; —CO2R6; —N(R6)2; —NH(R6); —C(O)R6; —OR6; S(O)nR6, wherein n is 0, 1, or 2; —SO2NHR6; —SO2N(R6)2; or carbocyclyl or heterocyclyl, wherein the carbocyclyl or heterocyclyl thereof is optionally substituted with one or more of the following: halogen, —CN, —NO2, —SO2NH2, CF3, OCF3, OC1-4alkyl, OC3-5alkenyl, CO2C1-2alkyl, SMe, NMe2, R6, or O(CH2)pR7, where p is 3 or 4 and R7 is CN, CO2Me, 2-(1,3-dioxolanyl), OH, or OC6H5, wherein: R6 is phenyl, heterocyclyl, C3-6 cycloalkyl, C1-6 alkyl, C2-6 alkenyl, C1-6 alkyloxyalkyl, C1-6 alkylthioalkyl, C1-6 alkylsulfinylalkyl, C1-6 alkylsulfonylalkyl, or C2-6 alkynyl and R6 is optionally substituted with halogen, —OH, alkyloxy, —CN, —COO-lower alkyl, —CONH-lower alkyl, —CON(lower alkyl)2, dialkylamino, phenyl, or heterocyclyl, or a pharmaceutically acceptable derivative thereof.