Metabolism of 1,2,4-trichlorobenzene in rats: examination of thiol formation

Xenobiotica. 1992 Feb;22(2):199-210. doi: 10.3109/00498259209046618.

Abstract

1. More than 60% of oral doses of 14C-1,2,4-trichlorobenzene (ca. 21 mg/kg) administered to rats were excreted in bile as S-trichlorophenyl-mercapturic acid pathway metabolites. 2. The biliary metabolites were ultimately excreted in urine mainly as the isomeric mercapturic acids. 3. An acetylated glutathione conjugate was isolated as a major metabolite in bile (8% dose). The acetyl group was shown by mass spectrometry to be on the glutamyl moiety. 4. A glutamylcysteine conjugate of trichlorobenzene was also isolated from bile as a major metabolite (8% dose). 5. Trichlorothiophenols were deduced not to be intermediates or end-products of enzymic metabolism of trichlorobenzene in rats because 14C-2,4,5-trichlorothiophenol dosed i.p. to rats was excreted as the S-glucuronide (17% dose) and as S-(methylsulphonyl-dichlorophenyl)-mercapturic acid (36% dose).

MeSH terms

  • Acetylcysteine / analogs & derivatives
  • Animals
  • Bile / metabolism
  • Chlorobenzenes / metabolism*
  • Male
  • Mass Spectrometry
  • Phenols / urine
  • Rats
  • Rats, Inbred Strains
  • Sulfhydryl Compounds / metabolism*
  • Sulfhydryl Compounds / urine

Substances

  • Chlorobenzenes
  • Phenols
  • Sulfhydryl Compounds
  • 1,2,4-trichlorobenzene
  • Acetylcysteine