1-phenylalkyl-1,2,3,6-tetrahydropyridines for treating...

C - Chemistry – Metallurgy – 07 – D

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C07D 211/70 (2006.01) A61K 31/445 (2006.01) C07D 401/04 (2006.01)

Patent

CA 2275353

The invention concern compounds of formula (I) in which Y represents -CH- or -N-; R1 represents hydrogen, a halogen, a CF3 group, (C1-C4)alkyl or (C1-C4)alcoxyl; R2 represents a methyl or ethyl group; R3 and R4 each represent hydrogen or a (C1-C3)alkyl; X represents (a) a (C1-C6)alkyl; a (C1-C6)alcoxyl; a (C3-C7)carboxyalkyl; a (C1-C4)alcoxycarbonyl(C1-C6)alkyl; a (C3-C7)carboxyalcoxyl; or a (C1-C4)alcoxycarbonyl(C1-C6)alcoxyl; (b) a radical selected among a(C3-C7)cycloalkyl, (C3-C7)cycloalkyloxy, (C3-C7)cycloalkylmethyl, (C3-C7)cycloalkylamino and cyclohexenyl, said radical can be substituted by a halogen, hydroxy, (C1-C4)alcoxy, carboxy, (C1-C4)alcoxycarbonyl, amino, mono- or di-(C1-C4) alkylamino; or (c) a group selected among a phenyl, phenoxy, phenylamino, N-(C1-C3)alkylphenylamino, phenylmethyl, phenylethyl, phenylcarbonyl, phenylthio, phenylsuphonyl, phenylsulphinyl or styryl, said group can be mono- or poly- substituted by a halogen, CF3, (C1-C4)alkyl, (C1-C4)alcoxy, cyano, amino, mono- or di-(C1-C4)alkylamino, (C1-C4)acylamino, carboxy, (C1- C4)alcoxycarbonyl, aminocarbonyl, mono- or di-(C1-C4)alkylaminocarbonyl, amino(C1-C4)alkyl, hydroxy(C1-C4)alkyl or halogeno(C1-C4)alkyl. The invention also concerns a method for preparing them and the pharmaceutical compositions containing them. These compounds have a neurotrophic and neuroprotecting activity.

L'invention concerne des composés de formule (I) dans laquelle Y représente -CH- ou -N-; R1 représente l'hydrogène, un halogène, un groupe CF3, (C1-C4)alkyle ou (C1-C4)alcoxyle; R2 représente un groupe méthyle ou éthyle; R3 et R4 représentent chacun l'hydrogène ou un (C1-C3)alkyle; X représente (a) un (C1-C6)alkyle; un (C1-C6)alcoxyle; un (C3-C7)carboxyalkyle; un (C1-C4)alcoxycarbonyl(C1-C6)alkyle; un (C3-C7)carboxyalcoxyle; ou un (C1-C4)alcoxycarbonyl(C1-C6)alcoxyle; (b) un radical choisi parmi un (C3-C7)cycloalkyle, (C3-C7)cycloalkyloxy, (C3-C7)cycloalkylméthyle, (C3-C7)cycloalkylamino et cyclohexényle, ledit radical pouvant être substitué par un halogène, hydroxy, (C1-C4)alcoxy, carboxy, (C1-C4)alcoxycarbonyle, amino, mono- ou di-(C1-C4)alkylamino; ou (c) un groupe choisi parmi un phényle, phénoxy, phénylamino, N-(C1-C3)alkylphénylamino, phénylméthyle, phényléthyle, phénylcarbonyle, phénylthio, phénylsulfonyle, phénylsulfinyle ou styryle, ledit groupe pouvant être mono- ou polysubstitué sur le groupe phényle par un halogène, CF3, (C1-C4)alkyle, (C1-C4)alcoxy, cyano, amino, mono- ou di-(C1-C4)alkylamino, (C1-C4)acylamino, carboxy, (C1-C4)alcoxycarbonyle, aminocarbonyle, mono- ou di-(C1-C4)alkylaminocarbonyle, amino(C1-C4)alkyle, hydroxy(C1-C4)alkyle ou halogéno(C1-C4)alkyle; ainsi qu'un procédé pour leur préparation et les compositions pharmaceutiques les contenant. Ces composés ont une activité neurotrophique et neuroprotectrice.

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