Use of tetrahydropyridine derivatives to prepare medicines...

A - Human Necessities – 61 – K

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A61K 31/44 (2006.01) A61K 31/4418 (2006.01) A61K 31/444 (2006.01)

Patent

CA 2288241

The invention relates to the use of tetrahydropyridine derivatives of the formula (see formula I) in which: - R1 is a halogen or a CF3, (C1-C4)alkyl or (C1-C4)alkoxy group; - Y is a nitrogen atom or a CH group; - Z' and Z" are each hydrogen or a (C1-C3)alkyl group, or one is hydrogen and the other is a hydroxyl group, or the two together are an oxo group; and - Z is: .cndot.a phenyl radical; .cndot.a phenyl radical monosubstituted by a substituent X, X being: (a) a (C1-C6)alkyl, (C1-C6)alkoxy, (C3-C7)carboxyalkyl, (C1-C4)alkoxycar- bonyl(C1-C6)alkyl, (C3-C7)carboxyalkoxy or (C1-C4)alkoxycarbonyl(C1- C6)alkoxy group; (b) a group selected from (C3-C7)cycloalkyl, (C3-C7)cycloalkoxy, (C3-C1)- cycloalkylmethyl, (C3-C7)cycloalkylamino and cyclohexenyl, it being possible for said group to be substituted by a halogen, hydroxy, (C1-C4)- alkoxy, carboxy, (C1-C4)alkoxycarbonyl, amino or mono- or di-(C1-C4)- alkylamino group; or (c) a group selected from phenyl, phenoxy, phenylamino, N-(C1-C3)alkyl- phenylamino, 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, carboxy, (C1-C4)alkoxycarbonyl, aminocarbonyl, mono- or di-(C1-C4)alkylaminocarbonyl, amino(C1- C4)alkyl, hydroxy(C1-C4)alkyl or halogeno(C1-C4)alkyl group; .cndot.a phenyl radical disubstituted by a substituent R2, R2 being a halogen or a hydroxy, methyl, ethyl, (C3-C6)alkyl, (C1-C4)alkoxy or trifluoromethyl group, and by a substituent X, X being as defined above; .cndot.a 1-naphthyl or 2-naphthyl radical; or .cndot.a 1-naphthyl or 2-naphthyl radical substituted in the 5-, 6-, 7- and/or 8- positions by one or two hydroxy groups, one or two (C1-C4)alkoxy groups or a 6,7-methylenedioxy group; - or Z" is hydrogen and Z and Z' are each independently an unsubstituted or mono-, di- or tri-substituted phenyl group, or a pharmaceutically acceptable salt and solvate thereof, for the preparation of pharmaceutical compositions intended for treating diseases which cause demyelination.

L'invention concerne l'utilisation de dérivés de tétrahydropyridine de formule (I) dans laquelle: R1 représente un halogène ou un groupe CF3, (C1-C4)alkyle ou (C1-C4)alcoxy; Y représente un atome d'azote ou un groupe CH; Z' et Z" représentent chacun l'hydrogène ou un groupe (C1-C3)alkyle, ou bien l'un représente l'hydrogène et l'autre un groupe hydroxy, ou encore les deux, ensemble, représentent un groupe oxo; Z représente: un radical phényle; un radical phényle monosubstitué par un substituant X, X étant: (a) un groupe (C1-C6)alkyle, (C1-C6)alcoxy, (C3-C7)carboxyalkyle, (C1-C4)alcoxycarbonyl(C1-C6)alkyle, (C3-C7)carboxyalcoxy ou (C1-C4)-alcoxycarbonyl(C1-C6)alcoxy; (b) un groupe choisi parmi un (C3-C7)cycloalkyle, (C3-C7)cycloalkyloxy, (C3-C7)cycloalkylméthyle, (C3-C7)cycloalkylamino et cyclohexényle, ledit groupe 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, phényléthyle, phénylcarbonyle, phénylthio, phénylsulfonyle, phénylsulfinyle ou styryle, ledit groupe pouvant être mono- ou polysubstitué sur le group 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; un radical phényle disubstitué par un substituant R2, R2 étant un halogène ou un groupe hydroxy, méthyle, éthyle, (C3-C6)alkyle, (C1-C4)alcoxy ou trifluorométhyle et par un substituant X, X étant tel que défini ci-dessus; un radical 1-naphtyle ou 2-naphtyle; un radical 1-naphtyle ou 2-naphtyle, substitué dans les positions 5, 6, 7 et/ou 8 par un ou deux groupes hydroxyle, un ou deux groupes (C1-C4) alcoxy, ou un groupe 6,7-méthylènedioxy; ou bien Z" est l'hydrogène et Z et Z' représentent, chacun indépendamment, un groupe phényle non substitué ou mono-, di- ou trisubstitué; ou d'un de ses sels et solvates pharmaceutiquement acceptables, pour la préparation de compositions pharmaceutiques destinées à combattre les maladies entraînant une démyélinisation.

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