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Estimation of impurity profiles of drugs and related materials Part 15. Identification of minor impurities in cimetidine

✍ Scribed by Zs. Halmos; Cs. Szántay Jr.; J. Brlik; A. Csehi; K. Varga; P. Horváth; M. Kislaki; Gy. Domány; A. Nemes; S. Görög

Book ID
103912588
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
330 KB
Volume
15
Category
Article
ISSN
0731-7085

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✦ Synopsis

Besides several known impurities in cimetidine, two additional compounds at levels below 0.1% were detected by ion-pair reversed-phase high-performance liquid chromatography (HPLC). The impurities were isolated from crude cimetidine using normal-phase preparative HPLC. 1H and 13C NMR and mass spectrometric investigations revealed the structures of the impurities to be 2,5-bis[(N'-cyano-N"-methyl)guanidinoethylthiomethyl]-4-methylimid azole (VII) and 1,8-bis[(N'-cyano-N"-methyl)guanidino]-3,6-dithiaoctane (VIII). These structures were verified by synthesis of the impurities and comparison of the spectra and chromatographic (HPLC and TLC) retention data of the isolated and synthesized materials.

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