Fatty acid derivatives for oral administration endowed with...

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 231/02 (2006.01) A61K 31/165 (2006.01) A61K 31/395 (2006.01) A61P 1/12 (2006.01) C07C 233/31 (2006.01) C07C 233/91 (2006.01) C07D 233/86 (2006.01) C07D 295/185 (2006.01)

Patent

CA 2721756

The invention relates to novel derivatives of short-chain fatty acids, in particular derivatives of butyric acid, useful for all the known clinical applications of the latter, which show physicochemical characteristics suitable for an easy oral administration, being devoid of the unpleasant organoleptic properties that characterise butyrate. The new compounds are amide derivatives which can be synthesised by reaction of the corresponding fatty acid halide with a naturally occurring amino acid, phenylalanine or a suitable derivative thereof, and which are in a poorly hygroscopic, easily weighable form, stable to acids and alkalis and able to release the acid at the small and large bowel level in a constant manner over time. They do not have disagreeable odours and are practically tasteless, thus allowing the manufacture of preparations for oral administration also suitable for the therapy of chronic diseases and in the paediatric field.

L'invention concerne de nouveaux dérivés d'acides gras à chaîne courte, en particulier des dérivés d'acide butyrique, utiles pour toutes les applications cliniques connues de ces derniers, qui présentent des caractéristiques physico-chimiques appropriées à une administration orale facile, étant dépourvu des propriétés organoleptiques déplaisantes qui caractérisent le butyrate. Les nouveaux composés sont des dérivés amide qui peuvent être synthétisés par réaction de l'halogénure d'acide gras correspondant avec un acide aminé naturel, la phénylalanine ou l'un de ses dérivés appropriés, et qui sont sous une forme peu hygroscopique et facile à peser, stables aux acides et aux alcalis et capables de libérer l'acide au niveau des petit et gros intestins de manière constante au cours du temps. Ils n'ont pas d'odeur désagréable et sont pratiquement sans goût, et permettent donc la fabrication de préparations pour administration orale également appropriées au traitement de maladies chroniques et en pédiatrie.

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