Thiadiazine derivatives and use thereof as positive ampa...

C - Chemistry – Metallurgy – 07 – D

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C07D 513/04 (2006.01) A61K 31/549 (2006.01)

Patent

CA 2524377

The invention relates to thiadiazine derivatives and to the use thereof as positive AMPA receptor modulators. More specifically, the invention relates to compounds having formula (I), wherein: A represents a thienyl, furyl, pyrrolyl, oxathiole, thiazole, isothiazole, oxazole or imidazole group; -.bullet. ç represents a single bond or a double bond; R¿1? represents a hydrogen atom, a linear or branched (C¿1?-C¿6?) alkyl group which is optionally substituted by one or more halogen atoms, or a (C¿1?-C¿6?) alkoxy (C¿1?-C¿6?) alkyl group; R¿2? represents a hydrogen atom or a linear or branched (C¿1?-C¿6?) alkyl group which is optionally substituted by one or more halogen atoms; and R¿3 ?represents a hydrogen atom or a group which is selected from linear or branched (C¿1?-C¿6?) alkyl, CONHR' or SO¿2?NHR', in which R' represents a linear or branched (C¿1?-C¿6?) alkyl group. The invention also relates to the enantiomers and diastereoisomers of the above-mentioned compounds as well as to the pharmaceutically-acceptable base or acid addition salts thereof. The invention further relates to the use of same as medicaments.

L'invention concerne des composés de formule (I): (voir formule 1) dans laquelle : =~ A représente un groupement thiényle, furyle, pyrrolyle, oxathiole, thiazole, isothiazole, oxazole ou imidazole, =~~ représente une liaison simple ou une liaison double, =~ R1 représente un atome d'hydrogène, un groupement alkyle (C1-C6) linéaire ou ramifié, éventuellement substitué par un ou plusieurs atomes d'halogène, ou un groupement alkoxy (C1-C6) alkyle (C1-C6), =~ R2 représente un atome d'hydrogène ou un groupement alkyle (C1-C6) linéaire ou ramifié, éventuellement substitué par un ou plusieurs atomes d'halogène, =~ R3 représente un atome d'hydrogène ou un groupement choisi parmi alkyle (C1- C6) linéaire ou ramifié, CONHR' ou SO2NHR' dans lesquels R' représente un groupement alkyle (C1-C6) linéaire ou ramifié, leurs énantiomères, diastéréoisomères ou leurs sels d'addition à un acide ou à une base pharmaceutiquement acceptable ainsi que leurs utilisations. L'invention s'étend aussi aux compositions comprenant un composé selon l'invention destiné au traitement des maladies nécessitant des modulateurs AMPA, de la schizophrénie et comme facilitateur mnémocognitifs.

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