Hanmi Pharm. Co., Ltd.

Gi-Jeong Kim

Gwan-Sun Lee

Kwee-Hyun Suh

Mi-Ra Seong

Nam-Du Kim

Sang-Min Yoon

Sang-Min Yun

A clathrate of azithromycin hydrate with 1,2-propyleneglycol is much less hygroscopic than azithromycin hydrate or crystals known in the art, therefore, it can be useful for the preparation of a medicine for treating various microbial infections.

Clathrate of azithromycin hydrate with 1,2-propyleneglycol, method for the manufacture thereof and pharmaceutical composition comprising same

High purity Form II crystals of clarithromycin can be easily prepared in a high yield by a process comprising the steps of: protecting the 9-oxime hydroxy group of erythromycin A 9-oxime or a salt thereof with a tropyl group and the 2&prime;- and 4&Prime;-hydroxy groups with trimethylsilyl groups; reacting 2&prime;,4&Prime;-O-bis(trimethylsilyl)erythromycin A 9-O-tropyloxime with a methylating agent; removing the protecting groups and the oxime group of 2&prime;,4&Prime;-O-bis(trimethylsilyl)-6-O-methylerythromycin A 9-O-tropyloxime to obtain crude clarithromycin; treating the crude clarithromycin with methanesulfonic acid in a mixture of a water-miscible organic solvent and water to obtain crystalline clarithromycin mesylate trihydrate; and neutralizing the crystalline clarithromycin mesylate trihydrate with aqueous ammonia in a mixture of a water-miscible organic solvent and water.

Method of preparing form II crystals of clarithromycin

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Seoul, South Korea

Gi-Jeong Kim