Imidazolylalkyl derivatives of imidazo(1,5-a)indol-3-one and...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) A61K 31/415 (2006.01)

Patent

CA 2166619

Novel 5-HT3 receptor antagonist compounds having formula (I), wherein n is 1, 2 or 3; each of R, R1 and R2, which may be the same or different, is hydrogen, halogen, hydroxy, cyano, C1-C6 alkyl, CF3, C1-C6 alkoxy, C1-C6 alkylthio, formyl, C2-C6 alkanoyl, carboxy, C1-C6 alkoxy-carbonyl, nitro, -N (R4 R5), in which each of R4 and R5 independently is hydrogen, C1-C6 alkyl, formyl or C2- C6 alkanoyl; or a (R6 R7) N-SO2 group, in which each of R6 and R7 independently is hydrogen or C1-C6 alkyl; R3 is an imidazolyl group of formula (a) or (b), wherein each of R8 and R10 which may be the same or different is hydrogen or C1-C6 alkyl, R9 is hydrogen, C1-C6 alkyl or a nitrogen protecting group; and the pharmaceutically acceptable salts thereof, are disclosed.

Cette invention se rapporte à de nouveaux composés antagonistes du récepteur 5-HT¿3? représentés par la formule (I), où n est égal à 1, 2 ou à 3; chacun des éléments R, R¿1? et R¿2?, qui peuvent être identiques ou différents, représente hydrogène, halogène, hydroxy, cyano, alkyle C¿1?-C¿6?, CF¿3?, alcoxy C¿1?-C¿6?, alkylthio C¿1?-C¿6?, formyle, alcanoyle C¿2?-C¿6?, carboxy, alcoxy-carbonyle C¿1?-C¿6?, nitro, -N (R¿4? R¿5?), où chacun des éléments R¿4? et R¿5? représente séparément hydrogène, alkyle C¿1?-C¿6?, formyle ou alcanoyle C¿2?-C¿6?; ou un groupe (R¿6? R¿7?) N-SO¿2?, dans lequel chacun des éléments R¿6? et R¿7? représente séparément hydrogène ou alkyle C¿1?-C¿6?; R¿3? représente un groupe imidazolyle représenté par la formule (a) ou (b), où chacun des éléments R¿8? et R¿10?, qui peuvent être identiques ou différents, représente hydrogène ou alkyle C¿1?-C¿6?, R¿9? représente hydrogène, alkyle C¿1?-C¿6? ou un groupe protecteur à l'azote; ainsi qu'aux sels de ces composés qui soient acceptables sur le plan pharmaceutique.

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