PT  - JOURNAL ARTICLE
AU  - Rafter, J J
AU  - Bakke, J E
TI  - Biliary metabolites of the anti-inflammatory drug 2-acetamido-4-(chloromethyl)thiazole.
DP  - 1982 Nov 01
TA  - Drug Metabolism and Disposition
PG  - 654--656
VI  - 10
IP  - 6
4099  - http://dmd.aspetjournals.org/content/10/6/654.short
4100  - http://dmd.aspetjournals.org/content/10/6/654.full
SO  - Drug Metab Dispos1982 Nov 01; 10
AB  - The mechanism for the formation of a class of sulfur-containing conjugates of xenobiotics was further investigated in this report. The major biliary metabolites of 2-acetamido-4-(chloromethyl)thiazole in the rat were found to be the mercapturic acid conjugate of 2-acetamido-4-methylthiazole and the glucuronic acid conjugate of 2-acetamido-4-(mercaptomethyl)thiazole. When these two compounds were introduced directly into the cecum of the rat, 2-acetamido-4-[(methylsulfinyl)methyl]thiazole and 2-acetamido-4-[(methylsulfonyl)methyl]thiazole were found as urinary metabolites. These results give strong support to a proposed mechanism in which intestinal microfloral metabolism of biliary metabolites, together with enterohepatic circulation, is necessary for the formation and urinary excretion of the 4-(methylthiomethyl), 4-(methylsulfinyl-methyl), and 4-(methylsulfonylmethyl) analogs of 2-acetamido-4-(chloromethyl)thiazole in the rat.