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

J Pharm Sci. 1989 Jan;78(1):21-4. doi: 10.1002/jps.2600780107.

Abstract

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 degrees C.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cyclization
  • Drug Residues / analysis
  • Histamine H2 Antagonists / analysis*
  • Hydrogen-Ion Concentration
  • Hydrolysis
  • Imidazoles / analysis*
  • Oxidation-Reduction
  • Spectrophotometry, Ultraviolet

Substances

  • Histamine H2 Antagonists
  • Imidazoles
  • etintidine