Thiazolidinedione derivative and its use as antidiabetic

C - Chemistry – Metallurgy – 07 – D

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C07D 417/12 (2006.01) A61K 31/427 (2006.01) A61P 3/10 (2006.01)

Patent

CA 2370258

A polymorphic form of 5-[4-[2-(N-methyl-N-(2- pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione, maleic acid salt (the "Polymorph") characterised in that it: (i) provides an infra red spectrum containing peaks at 1360, 1326, 1241, 714 and 669 cm-1; and/or (ii) provides a Raman spectrum containing peaks at 1581, 768, 670, 271 and 226 cm-1; and/or (iii) provides a solid-state nuclear magnetic resonance spectrum containing peaks at chemical shifts substantially as set out in Table I; and/or (iv) provides an X-ray powder diffraction (XRPD) pattern containing peaks substantially as set out in Table II; a process for preparing such a compound, a pharmaceutical composition containing such a compound and the use of such a compound in medicine.

L'invention concerne une forme polymorphe de 5-[4-[2-(N-méthyl-N-(2-pyridyl)amino) éthoxy]benzyl]thiazolidine-2,4-dione, sel de l'acide maléique ("Polymorphe"), caractérisé en ce qu'elle : (i) présente un spectre IR comportant des pics à 1360, 1326, 1241, 714 et 669 cm?-1¿; et/ou (ii) présente un spectre Raman comportant des pics à 1581, 768, 670, 271 et 226 cm?-1¿; et/ou (iii) présente un spectre de RMN à l'état solide comportant des déplacements chimiques (cf. Table I) ; présente un motif de diffraction des rayons X par sa poudre (XRPD) (cf. Table II). L'invention porte également sur un procédé de préparation dudit composé, sur une composition pharmaceutique le contenant ainsi que sur l'utilisation de cette dernière en médecine.

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