New dha derivatives and their use as medicaments

Details New dha derivatives and their use as medicaments New dha derivatives and their use as medicaments

C - Chemistry, Metallurgy

07

C

C07C 69/587 (2006.01) A61K 31/232 (2006.01) A61P 3/04 (2006.01) A61P 3/10 (2006.01) A61P 9/10 (2006.01) C07C 67/343 (2006.01) C07C 323/54 (2006.01) C11C 3/00 (2006.01)

Patent

CA 2607247

Compounds of formula (I); wherein - R1 and R2 are the same or different and may be selected from the group consisting of a hydrogen atom, a hydroxy group, an alkyl group, a halogen atom, an alkoxy group, an acyloxy group, an acyl group, an alkenyl group, an alkynyl group, an aryl group, an alkylthio group, an alkoxycarbonyl group, an alkylsulfmyl group, an alkylsulfonyl group, an amino group, and an alkylamino group; and - X represents a carboxylic acid group, a carboxylate group, or a carboxamide group; or any pharmaceutically acceptable salt, solvate, complex or pro-drug thereof, with the provisos that the compound of formula (I) is not (all-Z)-4,7,10,13,16,19- docosahexaenoic acid (DHA), alpha-methyl DHA, alpha-methyl DHA methyl ester, alpha-methyl DHA ethyl ester or alpha-hydroxy DHA ethyl ester, are disclosed. A fatty acid composition and a pharmaceutical composition comprising such compounds are also disclosed. The use of such compounds as medicaments, in particular for the treatment of diabetes type 2, is also disclosed.

La présente invention concerne des composés représentés par la formule (I); dans cette formule, - R1 et R2 sont identiques ou différents et ils peuvent être choisis dans le groupe comprenant un atome d'hydrogène, un groupe hydroxy, un groupe alkyle, un atome d'halogène, un groupe alkoxy, un groupe acyloxy, un groupe acyle, un groupe alcényle, un groupe alkynyle, un groupe aryle, un groupe alkylthio, un groupe alkoxycarbonyle, un groupe alkylsulfinyle, un groupe alkylsulfonyle, un groupe amino, et un groupe alkylamino; et - X représente un groupe acide carboxylique, un groupe carboxylate, ou un groupe carboxamide; ou tout autre sel pharmaceutiquement acceptable, solvate, complexe ou promédicament correspondant, pour autant que le composé représenté par la formule (I) ne soit pas un acide docosahexaenoïque (DHA) (all-Z)-4,7,10,13,16,19-, un DHA alpha-méthyle, un ester méthylique de DHA alpha-méthyle, un ester éthylique de DHA alpha-méthyle ou un ester éthylique de DHA alpha-hydroxy. L'invention concerne également une composition d'acides gras et une composition pharmaceutique comprenant ces composés; l'utilisation de ces composés en tant que médicaments, plus particulièrement pour le traitement du diabète de type 2.

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