Novel salt of quinuclidine derivative

Details Novel salt of quinuclidine derivative Novel salt of quinuclidine derivative

C - Chemistry, Metallurgy

07

D

C07D 453/02 (2006.01) A61K 31/4725 (2006.01) A61P 1/00 (2006.01) A61P 1/06 (2006.01) A61P 7/12 (2006.01) A61P 11/00 (2006.01) A61P 11/02 (2006.01) A61P 11/06 (2006.01) A61P 11/08 (2006.01) A61P 13/02 (2006.01) A61P 13/10 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2599872

An acid addition salt formed from (-)-(1R)-1-phenyl-1,2,3,4- tetrahydroisoquinoline -2-carboxylic acid (3R)-quinuclidin-3-yl ester and an acid selected from the group consisting of (-)-(2S,3S)-tartaric acid, (+)- (2S,3S)-di-o-benzoyltartaric acid, (+)-(2S,3S)-di-o-(4-methylbenzoyl)tartaric acid, (-)-L-phenylalanine, benzenesulfonic acid, cyclohexanesulfamic acid, hydrobromic acid, naphthalene-2-sulfonic acid, sebacic acid, (+)-camphor-10- sulfonic acid, p-toluenesulfonic acid, ethanesulfonic acid, methanesulfonic acid and methyl phosphate. This salt does not show hygroscopicity in such a level that is not desirable for use as a pharmaceutical agent or an active ingredient of a pharmaceutical agent, and therefore is an extremely useful compound for use as a pharmaceutical agent or an active ingredient of a pharmaceutical agent.

L'invention concerne un sel d'ajout acide constitué d'ester de (3R)-quinuclidine-3-yl d'acide (-)-(1R)-1-phényl-1,2,3,4-tétrahydroisoquinoline -2-carboxylique et d'un acide sélectionné dans le groupe contenant: de l'acide (-)-(2S,3S)-tartarique, de l'acide (+)-(2S,3S)-di-o-benzoyltartarique, de l'acide (+)-(2S,3S)-di-o-(4-méthylbenzoyl)tartarique, de la (-)-L-phénylalanine, de l'acide benzènesulfonique, de l'acide cyclohexanesulfamique, de l'acide hydrobromique, de l'acide naphthalène-2-sulfonique, de l'acide sébacique, de l'acide (+)-camphre-10-sulfonique, de l'acide p-toluènesulfonique, de l'acide éthanesulfonique, de l'acide méthanesulfonique et du phosphate de méthyle. Ce sel ne présente pas d'hygroscopicité, à tel point qu'il est souhaitable de l'utiliser en tant qu'agent pharmaceutique, ou que principe actif d'un agent pharmaceutique, et par conséquent ce composé est extrêmement utile pour être utilisé en tant qu'agent pharmaceutique ou que principe actif d'un agent pharmaceutique.

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