New crystal forms of oxcarbazepine and processes for their...

C - Chemistry – Metallurgy – 07 – D

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C07D 223/18 (2006.01) A61K 31/55 (2006.01) A61P 25/08 (2006.01) C07D 223/22 (2006.01)

Patent

CA 2437402

The present invention provides for new crystal forms of oxcarbazepine, more particularly oxcarbazepine Forms B, C, D and E. The present invention further provides processes for preparation of these forms. Form B is prepared by evaporating the solvents from a solution of oxcarbazepine in toluene and dichloromethane. Form B is also obtained by immediately cooling the solution of oxcarbazepine and toluene. Cooling the same solution at a slower rate, but still fairly rapidly, results in oxcarbazepine Form C. Cooling th same solution at even a slower rate results in another Form, oxcarbazepine Form D. Oxcarbazepine Form E, a solvate of chloroform, is obtained by precipitating a solution of oxcarbazepine and chloroform. The present invention also provides processes for converting one of the newly discovered crystal forms of oxcarbazepine into another crystal form, including Form A, which is in the prior art. These conversions may occur by storage at ambient temperature, by heating one particular Form or treatment with a protic solvent.

La présente invention concerne de nouveaux faciès cristallins d'oxcarbazépine, plus particulièrement des faciès d'oxcarbazépine B, C, D et E, ainsi que leurs procédés de préparation. On prépare le faciès B en faisant évaporer les solvants d'une solution d'oxcarbazépine dans du toluène et du dichlorométhane ou on obtient ce faciès en refroidissant immédiatement la solution d'oxcarbazépine et de toluène. Le refroidissement de cette même solution à une vitesse inférieure, mais toujours assez rapide, débouche sur le faciès C d'oxcarbazépine. Le refroidissement de cette même solution à une vitesse encore plus inférieure engendre un autre faciès, le faciès D d'oxcarbazépine. On obtient le faciès E d'oxcarbazépine, un solvate de chloroforme, en précipitant une solution d'oxcarbazépine et du chloroforme. Cette invention a aussi trait à des procédés de conversion d'un des nouveaux faciès cristallins d'oxcarbazépine découverts en une autre faciès, y compris le faciès A, élaboré avec une technique antérieure. Ces conversions peuvent se produire au cours du stockage à température ambiante, du chauffage d'un faciès particulier ou du traitement avec un solvant protique.

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