2,3-dihydrofuro¬3,2-b|pyridin, preparation and application...

C - Chemistry – Metallurgy – 07 – D

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C07D 491/048 (2006.01) A61K 31/435 (2006.01) C07D 491/04 (2006.01)

Patent

CA 2282320

The invention concerns compounds of general formula (I) in which R1 represents a hydrogen atom, a (C1-C6)alkyl group or a phenyl(C1-C4)alkyl group; R2 represents a hydrogen atom of a (C1-C6)alkyl group; and R3, R4 and R5 represent each, independently of one another, a hydrogen or halogen atom or a trifluoromethyl, cyano, hydroxy, (C1-C6)alkyl or (C1-C6)alkoxy group. The results of biological assays carried out on said compounds show that they are powerful and selective cholinergic ligands for nicotinic receptors. These results suggest that the compounds can be used for treating or preventing disorders related to the dysfunction of nicotinic receptors, in particular in the central nervous system or the gastro-intestinal system.

Composés répondant à la formule générale (I) dans laquelle R¿1? représente un atome d'hydrogène, un groupe (C¿1?-C¿6?)alkyle ou un groupe phényl(C¿1?-C¿4?)alkyle, R¿2? représente un atome d'hydrogène ou un groupe (C¿1?-C¿6?)alkyle, et R¿3?, R¿4? et R¿5? représentent chacun, indépendamment l'un de l'autre, un atome d'hydrogène ou d'halogène ou un groupe trifluorométhyle, cyano, hydroxy, (C¿1?-C¿6?)alkyle ou (C¿1?-C¿6?)alcoxy. Les résultats des essais biologiques effectués sur les composés de l'invention montrent qu'ils sont des ligands cholinergiques puissants et sélectifs pour les récepteurs nicotiniques. Ces résultats suggèrent l'utilisation des composés dans le traitement ou la prévention des désordres liés à un dysfonctionnement des récepteurs nicotiniques, notamment au niveau du système nerveux central ou du système gastro-intestinal.

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