Patent ID: 6506769
Filing Date: 2003-01-14
Classification: C07D

Abstract:
A compound of the formula (I): wherein:Ar1 is an aromatic or nonaromatic carbocycle; wherein said carbocycle is optionally substituted by one or more R1, R2 and R3; X is NH, Nâ€”C1-3alkyl, or N-cyclopropyl; Y is NR15, S or O; Ra is H, C1-10alkyl, C2-10alkenyl or C2-10alkynyl, each of which may be branched or cyclic; or Ra is aryl; wherein each Ra is independently optionally substituted with one or more C1-6alkyl, C1-6 alkoxy, halogen, OH, oxo, NR10R11 or aryl each aryl being optionally substituted with one or more groups selected from halogen, OH, C1-3alkyl, C1-3alkoxy, hydroxy C1-3alkyl and (CH2)mNR10R11; and wherein Ra is attached at the 4- or 5-position; R1 and R2 are the same or different and selected from H, halogen, CN, NO2, C1-10 branched or unbranched saturated or unsaturated alkyl, C1-10 branched or unbranched alkoxy, C1-10 branched or unbranched acyl, C1-10 branched or unbranched acyloxy, C1-10 branched or unbranched alkylthio, aminosulfonyl, di-(C1-3)alkylaminosulfonyl, NR10R11, aryl, aroyl, aryloxy, and arylsulfonyl; wherein the abovementioned R1 and R2 are optionally partially or fully halogenated or optionally substituted with one to three groups independently selected from oxo, OH, NR10R11, C1-6 branched or unbranched alkyl,C3-7cycloalkyl, phenyl, naphthyl, aminocarbonyl and mono- or di(C1-3)alkylaminocarbonyl; R3 is H, halogen, OH, (CH2)nNR10R11, CONR10R11, (CH2)nCO2R12; C1-3alkyl optionally substituted with OH, C1-3 alkoxy optionally halogenated or C1-3 alkylthio; R4 and R5 together with the atoms to which they are attached complete a fused ring system of the formulas A or B: R6 is C1-3alkyl or H; R7 is C1-6alkyl branched or unbranched or H; R8 is H, C1-6alkyl branched or unbranched, saturated or unsaturated, optionally substituted with phenyl, OH or C1-3alkoxy; or R8 is (CH2)mNR10R11, (CH2)mNR10COR12, (CH2)nCO2R12, (CH2)nCONR10R11; or R8 is phenyl, optionally substituted with C1-3alkyl, C1-3alkoxy, OH, â€”SO3H or halogen; R9 is H, CN or CONR10R11; or R9 is C1-10alkyl branched or unbranched, C3-10cycloalkyl, C5-7cycloalkenyl, C2-6 alkenyl, C2-6 alkynyl each being optionally substituted with one or more C3-10cycloalkyl, C3-10cycloalkylidene, C5-7cycloalkenyl, halogen, OH, oxo, CN, C1-3alkoxy, C1-3acyloxy, NR10R11, NR10CONR10R11, NR10C(&boxH;NR10)NR10R11, NR10COR12, NR10S(O)pR12, SR12, CONR10OR11, CO2R12, C(R10)&boxH;NNR10R11, C(R10)&boxH;NNR10CONR10R11, aryloxy, arylthio, or aryl; wherein each aryloxy, arylthio, or aryl is optionally substituted with C1-3alkyl, C1-3alkoxy, halogen, (CH2)nNR10R11 or O(CH2)2-4NR10R11; or R9 is aryl, wherein the aryl is optionally substituted with one to three groups selected from C1-3alkyl optionally substituted with phenyl or NR10C(&boxH;NR10)NR10R11, C1-3alkoxy, halogen, CN, oxo, (CH2)nNR10R11, (CH2)nCO2R12; (CH2)nCONR10R11 and O(CH2)2-4NR10R11; or R8 and R9 together form a saturated or unsaturated 5 or 6 membered aromatic or nonaromatic carbocyclic ring optionally substituted by one or two C1-3alkyl, OH, oxo or (CH2)nNR10R11, or optionally spiro-fused to a 1,3 dioxolane group or 1,3 dithiolane group, each 1,3 dioxolane group or 1,3 dithiolane group optionally substituted by C1-6alkyl, C1-6alkoxy, OH or (CH2)nNR10R11; R10 and R11 may be the same or different and are each independently selected from H, OH, C1-3alkoxy, C1-6alkyl branched or unbranched, C3-8cycloalkyl, aryl, and arylC1-3alkyl; wherein said alkyl, cycloalkyl, aryl, or arylC1-3alkyl are optionally substituted with OH, C1-3alkoxy, CN, NO2, C1-3acyloxy, CO2R12, NR13R14, O(CH2)2-4NR13R14, or aryl; R12 is H, C1-6alkyl or C3-8cycloalkyl wherein each alkyl or cycloalkyl is optionally substituted with phenyl, OH, C1-3alkoxy or NR13R14; or R12 is phenyl, optionally substituted with one to three groups selected from C1-3alkyl, C1-3alkoxy, halogen, (CH2)mNR10R11, (CH2)nCONR10R11 and O(CH2)2-4NR10R11; R13 and R14 are each independently selected from H and C1-6 alkyl optionally substituted with C1-3alkoxy, OH or phenyl; R15 is H or C1-3 alkyl; m is 1-4; n is 0-3 and p is 0-2; or a pharmaceutically acceptable ester or salt derivative thereof.