abstract |
The invention relates to compounds of formula (see fig. 1) in which - R1 is a halogen atom, a C1-C4 alkyl, a hydroxyl, a C1-C4 alkoxy, a benzyloxy group, a cyano group, a trifluoromethyl group, nitro group or an amino group; - R2 is a C1-C6 alkyl, a C3-C7 cycloalkyl, a C5-C7 cycloalkene, a phenyl which is unsubstituted or monosubstituted or polysubstituted, a C1-C4 alkoxy, a halogen, a trifluoromethyl group or an amino group, or R2 is a nitrophenyl which is unsubstituted or monosubstituted or polysubstituted; - R3 is a hydrogen atom; - R4 is a carbamoyl group of formula CONR6R7; - R5 is a C1-C4 alkyl; a 1-naphthyl; a 2-naphthyl; a 5-dimethylamino-1-naphthyl; a phenyl which is unsubstituted or monosubstituted or polysubstituted or R5 is a nitrophenyl which is unsubstituted or monosubstituted or polysubstituted; - R6 is a C1-C6 alkyl or R6 is similar to R7; - R7 is a 4-piperidyl group or a 3-azetidinyl group, the said groups being substituted or unsubstituted on the nitrogen by a C1-C4 alkyl, by a benzyloxycarbonyl or by a C1-C4 alkoxycarbonyl; a group (CH2)r which is itself substituted by a 2-, 3- or 4-pyridyl group, by a hydroxyl group or by an amino group which is free or substituted by one or two substituents; -or R6 and R7 together, with the nitrogen atom to which they are bonded, form a heterocycle selected from: . morpholine, . thiomorpholine, . thiazolidine or 2,2-dimethylthiazolidine, unsubstituted or substituted by R9, . piperazine, unsubstituted or substituted at the 4-position by a group R"8, . an unsaturated, 5-membered ring containing a single nitrogen atom and substituted by R8 or a saturated, 3-, 4-, 5-, 6- or 7-membered ring containing a single nitrogen atom and substituted by R8 and R9; - R8 is R'8 or a group (CH2)r which is itself substituted by a hydroxyl or by an amino which is free or substituted by one or two C1-C4 alkyls; - R'8 is a group (CH2)q which is itself substituted by a carboxyl group, a C1-C4 alkoxycarbonyl group, a benzyloxycarbonyl group, a carbamoyl group which is free or substituted by a hydroxyl or by one or 2 C1-C4 alkyls or an aminocarbothioyl group which is free or substituted by one or 2 C1-C4 alkyls; - R"8 is R'8 or a group (CH2)2NH2 which is free or substituted by one or two C1-C4 alkyls; - R9 is hydrogen, a halogen, a group (CH2)rOR10, a group (CH2)rNR11R12, a group (CH2)sCONR11R'11 or an azido group; - R10 is hydrogen, a C1-C4 alkyl, a mesyl or a tosyl; - R11, R'11 and R12 are each a hydrogen or a C1-C4 alkyl or R11 is hydrogen and R12 is a benzyloxycarbonyl or a C1-C4 alkoxycarbonyl; - n is 0, 1 or 2; - m is 0, 1 or 2; - q is 0, 1, 2 or 3; - r is 0, 1, 2 or 3, with the limitation that r is not zero when R8 or R9 is at the alpha-position of the intracyclic amide nitrogen; - s is 0 or 1; as well as its possible salts. These compounds are useful in the treatment of complaints of the central nervous system, the cardiovascular system and the gastric sphere in humans and animals. |