Crystalline forms of...

C - Chemistry – Metallurgy – 07 – J

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C07J 1/00 (2006.01) A61K 31/567 (2006.01) A61P 5/36 (2006.01)

Patent

CA 2654126

The present invention relates to crystalline forms of 11 ß-(4-acetylphenyl)-20,20,21,21,21-pentafluor-17-hydroxy-19-nor-17.alpha.-pregna-4,9-dien-3-one. In particular, the invention relates to two crystalline ansolvate/anhydrate forms of this compound, polymorphs I and II. However, the present invention also relates to crystalline solvates, for example, methanol and ethanol solvates of 11 ß-(4-acetylphenyl)- 20,20,21,21,21-pentafluor-17-hydroxy-19-nor-17.alpha.-pregna-4,9-dien-3-one, as precursors for the preparation of these two polymorphs I and II. Processes are described for the preparation of polymorph I by means of displacement crystallization or by means of extraction. The choice of the last solvent, before the ansolvate formation can take place, on the basis of the differences in the purification ratios of the individual solvates of 11 ß-(4-acetylphenyl)-20,20,21,21,21-pentafluor-17-hydroxy-19-nor-17.alpha.-pregna-4,9-dien-3-one is described. Polymorph I, according to the invention, is particularly suitable for the preparation of drugs.

La présente invention concerne des formes cristallines de la 11ß-(4-acétylphényl)-20,20,21,21,21-pentafluoro-17-hydroxy-19-nor-17a-pregna-4,9-dièn-3-one. En particulier, l'invention concerne deux formes cristallines asolvatées/anhydratées de ce composé, les polymorphes I et II. La présente invention concerne cependant également, des solvates cristallins, par exemple les solvates de méthanol et d'éthanol de la 11ß-(4-acétylphényl)-20,20,21,21,21-pentafluoro-17-hydroxy-19-nor-17a-pregna-4,9-dièn-3-one comme précurseurs pour la préparation de ces deux polymorphes I et II. On décrit des procédés de préparation du polymorphe I par cristallisation par déplacement ou extraction par agitation. Le choix du dernier solvant avant la formation de l'asolvate peut être réalisé à l'aide des différences de comportement de purification des différents solvates de la 11ß-(4-acétylphényl)-20,20,21,21,21-pentafluoro-17-hydroxy-19-nor-17a-pregna-4,9-dièn-3-one. Le polymorphe I suivant l'invention est particulièrement approprié pour la préparation de médicaments.

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