METABOLISM AND TOXICITY OF HALOGENATED CARBANILIDES - BILIARY METABOLITES OF 3,4,4'-TRICHLOROCARBANILIDE AND 3-TRIFLUOROMETHYL-4,4'-DICHLOROCARBANILIDE IN RAT

  • 1 January 1977
    • journal article
    • research article
    • Vol. 5  (2) , 157-166
Abstract
In separate experiments, after repeated oral administration of 3,4,4''-trichlorocarbanilide (TCC) and 3-trifluoromethyl-4,4''-dichlorocarbanilide (TFC) to rats, the biliary metabolites of each were isolated and identified. The major TCC biliary metabolite 2''-hydroxy-TCC. This compound was isolated mainly from nonconjugated and the glucuronide fractions. Other metabolites present in substantial quantities were 6-hydroxy-TCC and 2'',6-dihydroxy-TCC mainly as glucuronides and 3''-hydroxy TCC mainly as the sulfate conjugate. Small amounts of 3'',6-dihydroxy-TCC were isolated from each of the fractions. No unchanged TCC was found in the bile. Only traces of other metabolites were found, and no N-hydroxylated products were observed. The major TFC biliary metabolite was the glucuronide conjugate of 2''-hydroxy-TFC. The only other metabolite of TFC was 3''-hydroxy-TFC, which was the predominant metabolite in the sulfate-conjugated fraction. [TCC and TFC have been used as antibacterial agents in toilet soaps.].

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