Patent ID: 6794382
Filing Date: 2004-09-21
Classification: A61P,C07D

Abstract:
A compound having formula (I) in which: R1 represents a hydrogen atom, a C1-C4 alkyl group, a halogen atom, a nitro group or a C1-C4 alkoxy group, R2 and R2â€² represent, independently of each other, a hydrogen atom or a C1-C4 alkyl group, X represents a nitrogen atom or a carbon atom, n is equal to 1 or 2, m is equal to 1 or 2, and, when X represents a nitrogen atom: R3 is not present or represents a C1-C4 alkyl group, and R4 represents a hydrogen atom, a C1-C6 alkyl group, a C3-C7 cycloalkyl group, a C3-C7 heterocycloalkyl group optionally substituted with a C1-C4 alkyl group or a group â€”COOR, in which R represents a C1-C6 alkyl group, a group â€”(CH2)p-heteroaryl, in which p may range from 0 to 4 and in which the heteroaryl group is chosen from pyridyl, aminopyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, imidazolyl and thienyl groups, the said heteroaryl group optionally being substituted with a C1-C4 alkyl group, a heteroaxylcarbonyl group, the heteroaryl group being chosen from furyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl and imidazolyl groups, a phenylcarbonyl group, the phenyl group optionally being substituted with a halogen atom, a (C1-C6)alkylcarbonyl group, a group â€”(CH2)pCOOR in which p may range from 0 to 4 and in which R represents a C1-C6 alkyl group, a phenylsulphonyl group optionally substituted on the phenyl nucleus with a halogen atom, a trifluoromethyl group, a C1-C4 alkyl group, a intro group or a C1-C4 alkoxy group, or a â€”(CH2)p-phenyl group, in which p may range from 0 to 4 and in which the phenyl group is optionally substituted with one to three groups chosen, independently of each other, from: a C1-C4 alkyl group, a nitro group, an amino group, a hydroxyl group, a halogen atom, a trifluoromethyl group, a C1-C4 alkoxy group, a (C1-C4)alkoxyphenyl group, a C1-C4 alkylamino group, a C1-C4 dialkylamino group, an â€”NHCHO group or a group â€”NHCORâ€², in which Râ€² represents a C1-C4 alkoxy group or a C1-C4 alkyl group, this C1-C4 alkyl group optionally being substituted with a dimethylamino group, and, when X represents a carbon atom: R3 represents a hydrogen atom, a group â€”NR5R6, a group â€”N(R5)3+, a group â€”NHCOR7, a group â€”CONHR5, a group â€”COR7, an â€”NHCONH2 group, an â€”OH group or a â€”CH2OH group, R4 represents a hydrogen atom, a â€”(CH2)p-phenyl group, in which p may range from 0 to 4 and in which the phenyl group is optionally substituted with one to three groups chosen, independently of each other, from: a C1-C4 alkyl group, a nitro group, an amino group, a halogen atom, a trifluoromethyl group or a C1-C4 alkoxy group, a â€”(CH2)p-heteroaryl group, in which p may range from 0 to 4 and in which the heteroaryl group is chosen from a pyridyl group, an aminopyridyl group, a pyrimidinyl group, a pyrazinyl group or a pyridazinyl group, or a group â€”(CH2)tNR7R8, in which t is equal to 0 or 1, R5 and R6 represent, independently of each other, a hydrogen atom or a C1-C4 alkyl group, and R7 and R8 represent, independently of each other, a C1-C4 alkyl or C1-C4 alkoxy group or together form a saturated 5- to 7-membered ring optionally comprising an additional nitrogen atom, this ring optionally being substituted, on a carbon atom or on a nitrogen atom, including the nitrogen atom to which the groups R7 and R8 are attached, with a C1-C4 alkyl group or a group â€”COORâ€³, in which Râ€³ represents a phenyl or (C1-C4)alkylphenyl group, or a pharmaceutically acceptable acid addition salt thereof, with the proviso that when R4 represents a group â€”NR7R8, R3 is other than â€”NR5R6, â€”NHCOR7, â€”NHCONH2 or â€”OH.