C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 211/70 (2006.01) A61K 31/44 (2006.01) C07C 17/263 (2006.01) C07C 25/18 (2006.01) C07C 29/32 (2006.01) C07C 33/24 (2006.01) C07C 33/46 (2006.01) C07D 211/52 (2006.01) C07D 401/04 (2006.01)
Patent
CA 2225746
The present invention relates to the compounds of formula Image wherein Y is -CH- or -N-; R1 is hydrogen, a halogen or a CF3, (C3-C4)alkyl or (C1-C4)alkoxy group; R2 is hydrogen, a halogen, a hydroxyl or a CF3, (C3-C4)alkyl or (C1-C4)alkoxy group; R3 and R4 are each hydrogen or a (C1-C3)alkyl; and X is (a) a (C3- C6)alkyl, a (C3-C6)alkoxy, a (C3-C7)carboxyalkyl, a (C1-C4)- alkoxycarbonyl(C3-C6)alkyl, a (C3-C7)carboxyalkoxy or a (C1- C4)alkoxycarbonyl(C3-C6)alkoxy; (b) a radical selected from a (C3-C7)cycloalkyl, (C3-C7)cycloalkoxy, (C3-C7)cycloalkylmethyl, (C3-C7)cycloalkylamino and cyclohexenyl, it being possible for said radical to be substituted by a halogen, hydroxyl, (C1- C4)alkoxy, carboxyl, (C1-C4)alkoxycarbonyl, amino or mono- or di-(C1-C4)alkylamino; or (c) a group selected from a phenyl, phenoxy, phenylamino, N-(C1-C3)alkylphenylamino, phenylmethyl, phenylethyl, phenylcarbonyl, phenylthio, phenylsulfonyl, phenylsulfinyl and styryl, it being possible for said group to be monosubstituted or polysubstituted on the phenyl group by a halogen, CF3, (C1-C4)alkyl, (C1-C4)alkoxy, cyano, amino, mono- or di-(C1-C4)alkylamino, (C1-C4)acylamino, carboxyl, (C1-C4)- alkoxycarbonyl, aminocarbonyl, mono- or di-(C1-C4)-alkyl- aminocarbonyl, amino(C1-C4)alkyl, hydroxy(C1-C4)alkyl or halo- geno(C1-C4)alkyl, as well as the salts and solvates thereof and the quaternary ammonium salts thereof; to a process for their preparation and to pharmaceutical compositions containing them. These compounds have a neurotrophic and neuroprotective activity.
La présente invention concerne les composés de formule (I), dans laquelle Y représente -CH- ou -N-; R1 représente l'hydrogène, un halogène, un groupe CF3, (C3-C4)alkyle ou (C1-C4)alcoxyle; R2 représente l'hydrogène, un halogène, un hydroxyle, un groupe CF3, (C3-C4)alkyle ou (C1-C4)alcoxyle; R3 et R4 représentent chacun l'hydrogène ou un (C1-C3)alkyle; X représente (a) un (C3-C6)alkyle; un (C3-C6)alcoxyle; un (C3-C7)carboxyalkyle; un (C1-C4)alcoxycarbonyl(C3-C6)alkyle; un (C3-C7)carboxyalcoxyle; ou un (C1-C4)alcoxycarbonyl(C3-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)alkyl-phénylamino, 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 que leurs sels et solvates et leurs sels d'ammonium quaternaires, un procédé pour leur préparation et des compositions pharmaceutiques les contenant. Ces composés ont une activité neurotrophique et neuroprotectrice.
Badone Domenico
Baroni Marco
Cardamone Rosanna
Fournier Jacqueline
Guzzi Umberto
Sanofi
Sanofi-Aventis
Sim & Mcburney
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