Patent ID: 6822097
Filing Date: 2004-11-23
Classification: A61P,C07D

Abstract:
A compound of Formula I wherein wherein A is O, S or NH; wherein D is CR1 or N; wherein E is CR2 or N; wherein F is CR3 or N; wherein G is CR4 or N; wherein J is selected from NR6, S, O, and CR1; wherein K is selected from NR6, S, O, and CR2; wherein L is selected from NR6, S, O, and CR3; wherein Q is selected from hydroxy, â€”N(R5)2, â€”NR5C(O)R5, â€”(C1-C8)alkyl-OR5, â€”(C1-C8)alkyl-S(O)nR5, â€”N(C1-C8-alkyl)-S(O)nR5, â€”NHS(O)nR5, aryl, a monocyclic or bicyclic, non-aromatic carbocyclic ring, heteroaryl and a monocyclic or bicyclic, non-aromatic heterocyclic ring; wherein the ring is unsubstituted or substituted with one or more groups selected from H, halo, aryl, alkynyl, alkenyl, â€”OR5, â€”N(R5)2, â€”(C1-C8)alkyl-N(R5)2, lower alkoxyalkyl, â€”Oâ€”C1-C2-alkyl-Oâ€”, â€”S(O)nR5, cyano, (C1-C8)alkyl, lower cyanoalkyl, lower alkylaminoalkoxy, lower aminoalkoxyalkyl (C3-C10)cycloalkyl, nitro, optionally substituted 4-7 membered heterocyclyl, optionally substituted phenoxyalkyl, optionally substituted heterocyclyloxyalkyl, â€”SO2NR5R5, â€”NR5SO2R5, â€”C(O)N(R5)2, â€”CO2R5, â€”CO2NR5R5, â€”SO2NHC(O)R5, optionally substituted phenylalkyl, optionally substituted heterocyclylalkyl, â€”NR5C(O)N(R5)2, â€”NR5C(O)R5, â€”NR5CO2R5 and â€”C(O)R5; wherein W is thiazolyl that is unsubstituted or substituted with one or more groups selected from halo, aryl, cycloalkyl, â€”OR5, (C2-C8)alkenyl, (C2-C8)alkynyl, â€”N(R5)2, â€”(C1-C8)alkyl-N(R5)2, â€”SO2NR5R5, â€”(C1-C8)alkylSO2R5, â€”(C1-C8)alkylSO2â€”(C1-C8)alkyl-R5, (C1-C8)alkyl, (C3-C10)cycloalkyl, nitro, cyano, optionally substituted 5-6 membered heterocyclyl, formyl, alkylcarbonyl, cycloalkylcarbonyl, heterocyclylcarbonyl, arylcarbonyl, â€”NR5SO2R5, â€”C(O)N(R5)2, â€”C(O)NR5R5a, â€”CO2R5, optionally substituted phenylalkyl, optionally substituted heterocyclylalkyl, â€”NR5C(O)N(R5)2, â€”NR5C(O)R5 and â€”NR5CO2R5; wherein Z is selected from H, â€”N(R5)2, â€”SR5, â€”OR5, â€”C(R5)3 and aryl; wherein n is 0, 1 or 2; wherein m is 0 or 1; wherein R1, R2, R3, and R4 are independently selected from H, â€”OR5, â€”OR5a, halo, aryl, alkenyl, alkynyl, â€”NR52, â€”(C1-C8)alkyl-N(R5)2, â€”S(O)nâ€”NR5R5, â€”S(O)nR5, (C1-C8)alkyl, (C3-C10)cycloalkyl, nitro, cyano, optionally substituted 4-10 membered heterocyclyl, â€”C(O)R5, â€”NR5SO2R5, â€”C(O)N(R5)2, â€”CO2R5, optionally substituted arylalkyl, optionally substituted 4-10 membered heterocyclylalkyl, â€”NR5C(O)N(R5)2, â€”NR5C(O)R5 and â€”NR5CO2R5; wherein R1 and R2 may be joined to form a 5-10 membered saturated or unsaturated carbocyclic or heterocyclic ring; wherein R2 and R3 may be joined to form a 5-10 membered saturated or unsaturated carbocyclic or heterocyclic ring; or wherein R3 and R4 may be joined to form a 5-10 membered saturated or unsaturated carbocyclic or heterocyclic ring; wherein R5 is independently selected from H, lower alkyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted heterocyclyl, optionally substituted heterocyclylalkyl, optionally substituted cycloalkyl, optionally substituted cycloalkyl-alkyl, and lower haloalkyl; wherein R5a is alkylaminoalkyl; wherein R6 is selected from H, (C1-C2)alkyl, and a lone pair of electrons; wherein a solid line with a dashed line (- - -) represents either a single or a double bond; wherein each alkyl, aryl, heteroaryl, heterocyclyl, cycloalkyl, alkynyl, alkynyl, and alkoxy moiety of any R1, R2, R3, R4, or R5 can optionally join with another R1, R2, R3, R4, or R5 to form a 3-7 membered ring; and wherein each alkyl, aryl, heteroaryl, cycloalkyl, alkynyl, alkynyl, heterocyclyl, and alkoxy moiety of any R1, R2, R3, R4, R5, Q and W is optionally substituted with one or more groups selected from halo, â€”NH2, â€”OH, â€”CO2H, (C1-C6)alkylamino, (C1-C6)alkyl, C1-C6)alkoxy, C1-C6)haloalkyl, di(C1-C6)alkylamino, (C1-C6)alkylamino-(C1-C6)alkyl, (C1-C6)hydroxyalkylamino, (C1-C6)alkylamino-(C1-C6)alkylamino, phenyl, and heterocyclyl; provided Z is not OH when Ar is aryl; further provided Q is not unsubstituted phenyl when W is thiazol-4-yl, when Z is H and when F is Câ€”OCH3; further provided Q is not 3,4-dimethoxyphenyl when W is thiazol-4-yl, when Z is H and when R1, R2, R3 and R4 are H; and further provided Q is not 3,4-dihydroxyphenyl when W is thiazol-2-yl, when Z is H and when R1, R2, R3 and R4 are H; and pharmaceutically acceptable derivatives thereof.