Patent ID: 6506779
Filing Date: 2003-01-14
Classification: A61P,C07D

Abstract:
A compound of the formula wherein n is one or two;X is CR7 or N; Y is CR8 or N, with the proviso that if X is CR7 Y is N and if Y is CR8, X is N; R1 is (C1-C6)alkyl or â€”NH2; R2 is hydrogen, halo, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkylcarbonyl, formyl, formamidyl, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10) aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkyl-carbonylamino; wherein said R2 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selected from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; R3 is hydrogen, halo, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkylcarbonyl, formyl, formamidyl, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; wherein said R4 (C1-C6)alkyl may opticonally be substituted with one to three substituents independently selected from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10l)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; R4 is hydrogen, â€”(CH2)mâ€”(C6-C10)aryl, wherein m is an integer from 0 to 4; wherein said â€”(CH2)mâ€”(C6-C10)aryl, may optionally be substituted with one to three substituents independently selected from halo; hydroxy; mercapto; (C1-C6)alkyl; (C1-C6)alkoxy optionally substituted with one to three halogen atoms; (C2-C6)alkenyl; (C2-C6)alkynyl; cyano; formyl; (C1-C6)alkylcarbonyl; (C1-C6)alkyl-(C&boxH;O)â€”Oâ€”; (C1-C6)alkoxycarbonyl; aminocarbonyl; Nâ€”(C1-C6)alkylaminocarbonyl; N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl; nitro; amino; (C1-C6)alkylamino; [(C1-C6)alkyl]2amino; or (C1-C6)alkyl-Sâ€”; wherein said R4 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selected from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino, (C1-C6)alkylcarbonylamino or (C1-C6) cycloalkylamino; R5 is hydrogen, halo, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkyl-(C&boxH;O)â€”, formyl, formamidyl, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; wherein said R5 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selected from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; R6 is hydrogen, halo, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C1-C6)alkylcarbonyl, formyl, formamidyl, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; wherein said R6 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selected from halo; hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; R7 is hydrogen; halo; hydroxy; mercapto; (C1-C6)alkyl; (C1-C6)alkoxy optionally substituted with one to three halogen atoms; (C2-C6)alkenyl; (C2-C6)alkynyl; cyano; formyl; (C1-C6)alkylcarbonyl; (C1-C6)alkyl-(C&boxH;C)â€”Oâ€”; â€”CO2H; (C1-C6)alkoxycarbonyl; aminocarbonyl; Nâ€”(C1-C6)alkylaminocarbonyl; N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl; nitro; amino; (C1-C6)alkylamino; [(C1-C6)alkyl]2amino or (C1-C6)alkyl-Sâ€”; wherein said R7 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selectea from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; R8 is hydrogen; halo; hydroxy; mercapto; (C1-C6)alkyl; (C1-C6)alkoxy optionally substituted with ore to three halogen atoms; (C2-C6)alkenyl; (C2-C6)alkynyl; cyano; formyl; C1-C6)alkylcarbonyl; (C1-C6)alkyl-C(&boxH;O)â€”Oâ€”; â€”CO2H; (C1-C6)alkoxycarbonyl; aminocarbonyl; Nâ€”(C1-C6)alkylaminocarbonyl; N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl; nitro; amino; (C1-C6)alkylamino; [(C1-C6)alkyl]2amino; or (C1-C6)alkyl-Sâ€”; wherein said R8 (C1-C6)alkyl group may optionally be substituted with one to three substituents independently selected from halo, hydroxy, (C1-C6)alkoxy, cyano, nitro, â€”CO2H, (C1-C6)alkoxycarbonyl, aminocarbonyl, Nâ€”(C1-C6)alkylaminocarbonyl, N,Nâ€”[(C1-C6)alkyl]2aminocarbonyl, Nâ€”(C6-C10)arylaminocarbonyl, N,Nâ€”[(C6-C10)aryl]2aminocarbonyl, Nâ€”(C1-C6)alkyl-Nâ€”(C6-C10)arylaminocarbonyl, (C6-C10)aryl, (C6-C10)aryloxy, (C1-C6)alkoxycarbonylamino or (C1-C6)alkylcarbonylamino; or a pharmaceutically acceptable salt of such compound.