C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 233/63 (2006.01) C07C 231/22 (2006.01)
Patent
CA 2482669
New crystal forms of N-(trans-4-isopropylcyclohexylcarbonyl)-D-phenylalanine, also known as nateglinide, may be produced by dissolving nateglinide in any of its forms, including solvates, in an organic solvent to form a solution followed by precipitation of nateglinide from the solution, and isolating and drying the precipitated crystal form of nateglinide. The precipitation of nateglinide may be induced either by cooling the solution, or by addition of another solvent which is miscible with the first solvent but in which nateglinide is only poorly soluble, or by combination of the two. Depending on the solvent a specific crystal form of nateglinide may be obtained, e.g., the R'-type crystal form of nateglinide produced by the described method has a different melting point, infra red spectra and X-ray diffraction patterns from the previously known crystal forms of nateglinide.
L'invention concerne de nouvelles formes cristallines de N-(trans-4-isopropylcyclohexylcarbonyl)-D-phénylalanine, également appelées nateglinide. La préparation de ces formes cristallines consiste à : dissoudre du nateglinide en une de ses formes, notamment en solvates, dans un solvant organique pour former une solution ; précipiter le nateglinide dans la solution; isoler et enfin sécher la forme cristalline précipitée de nateglinide. La précipitation du nateglinide peut être provoquée par le refroidissement de la solution ou par l'ajout d'un autre solvant miscible au premier solvant, dans lequel le nateglinide n'est que faiblement soluble, ou par une combinaison de ces deux possibilités. Selon le solvant, on peut obtenir une forme cristalline spécifique de nateglinide, par ex., la forme cristalline de nateglinide de type R' produite par le procédé décrit présente un point de fusion, un spectre infrarouge et des diagrammes de diffraction de rayons X qui sont différents des autres formes cristallines connues de nateglinide.
Fetherstonhaugh & Co.
Novartis Ag
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