9-dexo-9a-aza-9a-methyl-9a-homoerythromycin a derivatives

C - Chemistry – Metallurgy – 07 – H

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C07H 17/00 (2006.01) A61K 31/70 (2006.01) A61P 31/04 (2006.01) A61P 33/02 (2006.01) C07H 17/08 (2006.01)

Patent

CA 2479211

Substantially pure isostructural pseudopolymorphs of 9-deoxo-9a-aza-9a-methyl- 9a- homo erythromycin A having the Formula I: wherein S is an organic solvent which is at least partially miscible with water, x is 1, 1.25, 1.5 or 2, y is 0, 0.5, or 1, the pseudopolymorph being characterized by the monoclinic space group P21 and average unit cell parameters comprising: crystal axis lengths of a = 15.5 - 17.0 .ANG., b = 15.5 - 17.0 .ANG., and c = 17.5 - 19.5 A, and angles between the crystal axes of .alpha.. = .gamma. = 90~ and .beta. = 106~ - 112~. In addition, this disclosure is directed to processes for the preparation of the substantially pure isostructural pseudopolymorphs of Formula I; to pharmaceutical compositions containing substantially pure isostructural pseudopolymorphs of Formula I; and to a method for the treatment of bacterial and protozoan infections, and inflammation-related diseases by administration of a pharmaceutical composition containing the substantially pure isostructural pseudopolymorphs of Formula I.

L'invention concerne des pseudopolymorphes isostructuraux de 9-désoxo-9a-aza-9a-méthyl-9a-homoérythromycine A de formule (I), dans laquelle S est un solvant organique au moins partiellement miscible avec l'eau, x vaut 1, 1,25, 1,5 ou 2, et y vaut 0, 0,5 ou 1, le pseudopolymorphe étant caractérisé par le groupe d'espace monoclinique <I>P</I>2¿1? et par des paramètres de motifs élémentaires moyens incluant les longueurs des axes cristallographiques, soit a = 15,5 17,0 .ANG., b = 15,5 17,0 .ANG., et c = 17,5 19,5 .ANG., ainsi que les angles entre les axes cristallographiques, soit .alpha. = .gamma. = 90· et .beta. = 106· - 112·. En outre, l'invention concerne des procédés de préparation de pseudopolymorphes isostructuraux sensiblement purs de formule (I), des compositions pharmaceutiques contenant des pseudopolymorphes isostructuraux sensiblement purs de formule (I), ainsi qu'une méthode destinée à traiter des infections bactériennes et protozoaires et des maladies associées à une inflammation par administration d'une composition pharmaceutique contenant ces pseudopolymorphes isostructuraux sensiblement purs de formule (I).

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