PT - JOURNAL ARTICLE AU - A R Jeffcoat AU - R W Handy AU - M T Francis AU - S Willis AU - M E Wall AU - C G Birch AU - R A Hiles TI - The metabolism and toxicity of halogenated carbanilides. Biliary metabolites of 3,4,4'-trichlorocarbanilide and 3-trifluoromethyl-4,4'-dichlorocarbanilide in the rat. DP - 1977 Mar 01 TA - Drug Metabolism and Disposition PG - 157--166 VI - 5 IP - 2 4099 - http://dmd.aspetjournals.org/content/5/2/157.short 4100 - http://dmd.aspetjournals.org/content/5/2/157.full SO - Drug Metab Dispos1977 Mar 01; 5 AB - 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 was found to be 2'-hydroxy-TCC. This compound was isolated mainly from the 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.