Patent ID: 6344459
Filing Date: 2002-02-05
Classification: A61P,C07D,C07F

Abstract:
A compound having the formula I wherein X is â€”O(CH2)nmorpholino, and Y is â€”Dâ€”Eâ€”F; R1 is hydrogen, halogen, or C1-C6 alkyl; R2, R3, and R4 are independently hydrogen, C1-C6 alkyl, â€”(CH2)n-N-piperidinyl, â€”(CH2)n-N-piperazinyl, â€”(CH2)n-N1-piperazinyl, â€”(CH2)n-N-pyrrolidyl, â€”(CH2)n-pyridinyl, â€”(CH2)n-N-imidazoyl, â€”(CH2)n-imidazoyl, â€”(CH2)n-N-morpholino, â€”(CH2)n-N-thiomorpholino, â€”(CH2)n-N-hexahydroazepine or substituted C1-C6 alkyl, wherein the substituents are selected from â€”OH, â€”NH2, or â€ƒA and B are independently hydrogen, C1-C6 alkyl, â€”(CH2)nOH, â€”(CH2)n-N-piperidinyl, â€”(CH2)n-N-piperazinyl, â€”(CH2)n-N1-piperazinyl, â€”(CH2)-N-pyrrolidyl, â€”(CH2)n-N-pyridyl, â€”(CH2)n-imidazoyl or â€”(CH2)n-N-imidazoyl; Z1, Z2, or Z3 are independently hydrogen, halogen, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 alkoxy, C3-C8 cycloalkoxy, nitro, C1-C6 perfluoroalkyl, hydroxy, C1-C6 acyloxy, â€”NH2, â€”NH(C1-C6 alkyl), â€”N(C1-C6 alkyl)2, â€”NH(C3-C8cycloalkyl), â€”N(C3-C8 cycloalkyl)2, hydroxymethyl, C1-C6 acyl, cyano, azido, C1-C6 thioalkyl, C1-C6 sulfinylalkyl, C1-C6 sulfonylalkyl, C3-C8 thiocycloalkyl, C3-C8 sulfinylcycloalkyl, C3-C8 sulfonylcycloalkyl, mercapto, C1-C6 alkoxycarbonyl, C3-C8 cycloalkoxycarbonyl, C2-C4 alkenyl, C4-C8 cycloalkenyl, or C2-C4 alkynyl; and R5 is hydrogen, halogen, C1-C6-perfluoroalkyl, 1,1-difluoro(C1-C6)alkyl, C1-C6alkyl, â€”(CH2)n-N-piperidinyl, â€”(CH2)n-piperazinyl, â€”(CH2)n-piperazinyl, â€”(CH2)n-N-pyrrolidyl, â€”(CH2)n-pyridinyl, â€”(CH2)n-N-imidazoyl, â€”(CH 2)n-N-morpholino, â€”(CH2)n-N-thiomorpholino, â€ƒâ€”CH&boxH;CHâ€”(C1-C6)alkyl, â€”(CH2 )n-N-hexahydroazepine, â€”(CH2)nNH2, â€”(CH2)nNH(C1-C6 alkyl), â€”(CH2)nN(C1-C6 alkyl)2, -1-oxo(C1-C6)alkyl, carboxy, (C1-C6)alkyloxycarbonyl, N-(C1-C6)alkylcarbamoyl, phenyl or substituted phenyl, wherein the substituted phenyl can have from one to three substituents independently selected from Z1, Z2, Z3 or a monocyclic heteroaryl group, and each C1-C6 alkyl group can be substituted with â€”OH, â€”NH2 or â€”NAB, where A and B are as defined above, R6 is hydrogen or C1-C6 alkyl; and n is 1 to 4, p is 0 or 1, and the pharmaceutically acceptable salts, esters, amides, and prodrugs thereof.