Crystalline penicillin derivative, and its production and use

C - Chemistry – Metallurgy – 07 – D

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C07D 499/86 (2006.01) A61K 31/43 (2006.01) C07D 499/00 (2006.01)

Patent

CA 2145078

Crystalline sodium 2.alpha.-methyl-2.beta.-(1,2,3-triazol-1-yl)-methylpenam- 3.alpha.-carboxylate-1,1-dioxide monohydrate (crystalline tazobactam sodium monohydrate) obtainable by adding to a concentrated aqueous solution of sodium 2.alpha.-methyl-2.beta.-(1,2,3-triazol-1-yl)-methylpenam-3.alpha.-carboxylate- 1,1-dioxide (tazobactam sodium) a solvent selected from acetone and ethanol in an amount corresponding to a solvent to water ratio of between about 95:5 and 99:1 v/v and crystallizing the desired product from the solvent mixture. The crystalline tazobactam sodium monohydrate exhibits a high .beta.-lactamase inhibitory activity in combination with .beta.-lactam antibiotics.

Monohydrate de bioxyde de sodium 2.alpha.-méthyl-2.beta.-(1,2,3-triazol-1-yl)-méthylpénam-3.alpha.-carboxylate-1,1-cristallin (monohydrate de sodium de tazobactame cristallin) obtenu en ajoutant à une solution aqueuse concentrée de bioxyde de sodium 2.alpha.-méthyl-2.beta.-(1,2,3-triazol-1-yl)-méthylpénam-3.alpha.-carboxylate-1,1 (sodium de tazobactame) un solvant choisi parmi l'acétone et l'éthanol en une quantité correspondant à un rapport solvant/eau compris entre environ 95:5 et 99:1 v/v, et en cristallisant le produit souhaité à partir du mélange avec le solvant. Le monohydrate de sodium de tazobactame cristallin présente une forte activité inhibitrice des .beta.-lactamases en association avec des .beta.-lactamines.

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