Metabolic studies of ornidazole in the rat, in the dog and in man

Xenobiotica. 1979 Sep;9(9):571-81. doi: 10.3109/00498257909042323.

Abstract

1. Ornidazole, labelled with 14C in the imidazole ring, administered orally to rats, dogs and men was largely excreted in the urine, predominantly as metabolites, with less than 4% of the drug being excreted unchanged. Free and conjugated metabolites were found in the ratio of approx. 1 : 2. 2. The pattern of free ornidazole and metabolites was different in the three species: while ornidazole predominated in man, ornidazole and metabolite M1 in the dog, the most extensive metabolic pattern was found in the rat. 3. The following metabolites were identified: M1, 1-chlorlo-3-(2-hydroxymethyl-5-nitro-1-imidazolyl)-2-propanol; M2, 2-methyl-5-nitroimidazole; M3, N-(3-chloro-2-hydroxypropyl)acetamide: M4, 3-(-2-methyl-5-nitro-1-imidazolyl)-1, 2-propanediol; M5, acetamide. 4. The formation of metabolite M3 and M5 indicated cleavage of the imidazole ring between N-1/C-5 and C-2/C-3. Other ring scissions were not observed. Metabolites carrying a free amino group were not detected. On the basis of the structures identified, a scheme is suggested for the metabolism of ornidazole.

MeSH terms

  • Animals
  • Biotransformation
  • Dogs
  • Feces / analysis
  • Humans
  • Male
  • Nitroimidazoles / metabolism*
  • Ornidazole / metabolism*
  • Ornidazole / urine
  • Rats
  • Species Specificity

Substances

  • Nitroimidazoles
  • Ornidazole