Metabolism and disposition of p-chloroaniline in rat, mouse, and monkey.

The metabolism and disposition of [14C]p-chloroaniline was studied in the male Fisher 344 rat, female C3H mouse, and male rhesus monkey. Greater than 90% of the radiocarbon is eliminated through the urine in all species. A major route of metabolism is orthohydroxylation, whereby 2-amino-5-chlorophenyl sulfate is the major excretion product in all species. Excretion of p-chloro-oxanilic acid and p-chloroglycolanilide, oxidation products of p-chloroacetanilide, is significant in the rat. The appearance of p-chloroacetanilide along with p-chloroaniline in plasma after an oral dose of [14C]p-chloroaniline also was studied in rhesus monkey. In addition to p-chloroacetanilide, 2-amino-5-chlorophenyl sulfate is found to be a major circulating metabolite.