Polymorphic forms of a growth hormone secretagogue

Details Polymorphic forms of a growth hormone secretagogue Polymorphic forms of a growth hormone secretagogue

C - Chemistry, Metallurgy

07

K

C07K 5/062 (2006.01) A61K 31/435 (2006.01) A61K 38/05 (2006.01) C07D 471/10 (2006.01)

Patent

CA 2235371

This invention is concerned with polymorphic forms of the compound N-[1(R)- [(1,2-dihydro-1-methanesulfonylspiro[3H-indole-3,4'-piperdin]-1'-yl)carbonyl]- 2-(phenylmethyloxy)ethyl]-2-amino-2-methylpropanamide methanesulfonate which is a growth hormone secretagogue that is useful in food animals to promote their growth thereby rendering the production of edible meat products more efficient, and in humans, to treat physiological or medical conditions characterized by a deficiency in growth hormone secretion, and to treat medical conditions which are improved by the anabolic effects of growth hormone. The instant polymorphic forms have advantages over the other known forms of N-[1(R)-[(1,2-dihydro-1-methanesulfonylspiro[3H-indole-3,4'-piperdin]- 1'-yl)carbonyl]-2-(phenylmethyloxy)-ethyl]-2-amino-2-methylpropanamide methanesulfonate in terms of thermodynamic stability and suitability for inclusion in pharmaceutical formulations. The present invention is also concerned with processes for preparing these polymorphic forms, pharmaceutical formulations comprising these polymorphic forms as active ingredients and the use of the polymorphic form of the compound and their formulations in the treatment of certain disorders.

Cette invention se rapporte à des formes polymorphes du composé N-[1(R)-[(1,2-dihydro-1-méthanesulfonylspiro[3H-indole-3,4'-piperdin]-1'-yl)carbonyl]-2-(phénylméthyloxy)éthyl]-2-amino-2-méthylpropanamide méthanesulfonate qui est un agent de sécrétion d'hormone de croissance s'avérant utile d'une part pour favoriser la croissance des animaux destinés à l'alimentation, ce qui permet d'optimiser la production de produits carnés comestibles, et d'autre part pour traiter, chez des sujets humains, des troubles physiologiques ou médicaux caractérisés par une carence en sécrétion d'hormone de croissance de même que des états pathologiques qui sont améliorés par les effets anabolisants de l'hormone de croissance. Les formes polymorphes instantanées possèdent des avantages sur les autres formes connues de N-[1(R)-[(1,2-dihydro-1-méthanesulfonylspiro[3H-indole-3,4'-piperdin]-1'-yl)carbonyl]-2-(phénylméthyloxy)éthyl]-2-amino-2-méthylpropanamide méthanesulfonate en ce qui concerne la stabilité thermodynamique et l'aptitude à l'incorporation à des formulations pharmaceutiques. La présente invention se rapporte également à des procédés de préparation de ces formes polymorphes, à des formulations pharmaceutiques contenant lesdites formes polymorphes en tant qu'ingrédients actifs ainsi qu'à l'utilisation des formes polymorphes du composé et de leurs formulations pour le traitement de certains troubles.

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