Crystalline complex of 1-cyano-2- (4-cyclopropyl-benzyl) -4- (β-D-glucopyranos-1-yl) -benzene, methods for its preparation and use thereof for preparation of medicines
A method for manufacturing a crystalline complex between 1-cyano-2- (4-cyclopropyl-benzyl) -4- (ß-D-glucopyranos-1-yl) -benzene and one or more natural amino acids, said method comprising the following steps : (a) prepare a solution of 1-cyano-2- (4-cyclopropyl-benzyl) -4- (β-D-glucopyranoses-1-yl) -benzene and the one or more natural amino acids in a solvent or mixture of solvents； (b) storing the solution to precipitate the crystalline complex from the solution； (c) remove the precipitate from the solution； and (d) drying the precipitate optionally until any excess of said solvent or solvent mixture has been removed, optionally, inducing crystallization, preferably (i) by mechanical means such as scratching or rubbing the contact surface of the reaction vessel, for example, with a glass rod or (ii) by inoculation with seed crystals； and characterized in that the crystalline complex is a complex (1: 1) between 1-cyano-2- (4-cyclopropyl-benzyl) -4- (ß-Dglucopyranos-1-yl) -benzene and L-proline and characterized in that the crystalline complex is a crystalline hydrate, and characterized in that the molar ratio of the crystalline complex of 1-cyano-2- (4-cyclopropyl-benzyl) -4- (ß-D-glucopyranoses-1-yl) -benzene and L-proline with crystalline water it is 1: 1, and characterized in that the solvents are selected from the group consisting of ethanol, isopropanol, water, more preferably mixtures of ethanol with water and / or isopropanol with water, and characterized in that the crystalline complex is characterized by a powder X-ray diffraction pattern comprising peaks at 20.28, 21.14 and 21.64 degrees 2θ (± 0.1 degrees 2θ), wherein said powder X-ray diffraction pattern is performed using CuKα1 radiation.Un método para fabricar un complejo cristalino entre 1-ciano-2-(4-ciclopropil-bencil)-4-(ß-D-glucopiranos-1-il)- benceno y uno o más aminoácidos naturales, comprendiendo dicho método las siguientes etapas: (a) preparar una solución de 1-ciano-2-(4-ciclopropil-bencil)-4-(
