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Biliary metabolites of the anti-inflammatory drug 2-acetamido-4-(chloromethyl)thiazole.
Drug Metab Dispos
April 1983
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.
View Article and Find Full Text PDFThe metabolism of four xenobiotics, pentachloromethylthiobenzene, 2-chloro-n-iso-propylacetanilide, 2-acetamido-4-(chloromethyl) thiazole and 2,4',5-trichlorobiphenyl, which are known to be metabolized via the mercapturic acid pathway, was examined in germfree and conventional rats. An essential role for the intestinal flora in the metabolism of the above compounds and in the production of certain metabolites was established. Mechanisms for the formation of these latter metabolites from the mercapturates are proposed.
View Article and Find Full Text PDF2-Acetamido-4-chloromethylthiazole is metabolized in the rat to (2-acetamido-4-thiazolylmethyl)mercapturic acid and 2-acetamidothiazole-4-carboxylic acid. 2-Acetamido-4-methylthiomethylthiazole and the corresponding sulphoxide and sulphone are also produced as minor metabolites. The identification of the metabolites is described and their formation investigated.
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