Alpha-fluoro alkynoic acids with anticonvulsant activity

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 57/52 (2006.01) A61K 31/16 (2006.01) A61K 31/19 (2006.01) A61K 31/215 (2006.01) C07C 57/56 (2006.01) C07C 67/307 (2006.01) C07C 67/343 (2006.01) C07C 69/65 (2006.01) C07C 233/09 (2006.01) C07C 233/10 (2006.01) C07C 233/20 (2006.01) C07C 233/21 (2006.01) C07C 233/38 (2006.01) C07C 233/39 (2006.01)

Patent

CA 2335603

Alpha-fluorinated alkynoic acids of structure (I) wherein R1 is C3 to C10 alkyl, C3 to C6 cycloalkyl, or cyclopropylmethyl, and R2 is C1 to C3 alkyl or cyclopropyl, and the pharmaceutically acceptable salts, esters, and amides thereof; and pharmaceutical compositions containing these compounds are provided, which are useful for the treatment and prevention of seizures such as are associated with epilepsy. The compounds of the invention exhibit reduced side effects, relative to valproic acid, with regard to sedation and teratogenic potential.

L'invention concerne des acides alcyniques alfa-fluorés ayant la structure: (I) dans laquelle R?1¿ est un alkyle C¿3?-C¿10?, un cycloalkyle ou cyclopropylméthyle C¿3?-C¿6?, et R?2¿ est un alkyle ou cyclopropyle C¿1?-C¿3?, ainsi que leurs sels pharmaceutiquement acceptables et leurs esters et amides, de même que les compositions pharmaceutiques qui contiennent ces composés. Ils sont utiles pour traiter et prévenir les crises d'épilepsie et similaires. Les composés de l'invention manifestent des effets secondaires réduits par rapport à l'acide valproïque en ce qui concerne le potentiel sédatif et tératogène.

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