Characterization of the solution degradation products of etintidine, an H2‐receptor antagonist

Alan R. Oyler, Roxanne E. Naldi, Stephen M. Stefanick, John R. Lloyd, David A. Graden, Mary Lou Cotter

Research output: Contribution to journalArticlepeer-review

5 Scopus citations


The primary solution degradation products of the antiulcer drug etintidine (1,N″‐cyano‐N‐[2‐[[(5‐methyl‐1H‐imidazol‐4‐yl)methyl]thio]ethyl]‐N′‐2‐propynylguanidine) were determined to be the guanyl urea 2, the guanidine 3, the amine 4a, and the cyanoamine 4b. These products resulted from nitrile hydrolysis and/or intramolecular cyclization of the guanidino and propargyl groups. The amine 4a was found to be a predominant degradation product in aqueous media of pH 4–7 at 70 ± 0.2°C.

Original languageEnglish (US)
Pages (from-to)21-24
Number of pages4
JournalJournal of Pharmaceutical Sciences
Issue number1
StatePublished - Jan 1989

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