Metabolism of methfuroxam (2,4,5-trimethyl-N-phenyl-3-furancarboxamide) in the rat and isolated rat hepatocytes |
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Authors: | AD Mitchell GD Paulson |
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Institution: | Metabolism and Radiation Research Laboratory, Agricultural Research Service, U.S. Department of Agriculture, Fargo, North Dakota 58105 USA |
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Abstract: | Isolated rat hepatocytes were incubated for 4 hr with phenyl-U-14C]2,4,5-trimethyl-N-phenyl-3-furancarboxamide (14C]methfuroxam). 14C-Labeled metabolites were isolated by solvent extraction, column chromatography, and high-pressure liquid chromatography, and were then characterized by analysis of infrared and mass spectra. Metabolism of 14C]methfuroxam by isolated hepatocytes included: (1) hydroxylation of the 2-, 4-, and 5-methyl groups on the furan ring; (2) hydroxylation at the para position of the benzene ring; (3) combinations of 1 and 2; (4) the addition of a sulfur-containing adjunct to the methylfuran moiety; and (5) conjugation of 1–4. Rats given a single intragastric dose of 14C]methfuroxam excreted 56% of the 14C in the urine and 42% in the feces within 54 hr. Metabolism of 14C]methfuroxam by the intact rats included: (1) hydroxylation of the methylfuran moiety; (2) hydroxylation of the benzene ring; (3) the addition of S-methyl, methyl sulfoxide, and other sulfur-containing groups to methfuroxam; (4) combinations of 1–3; and (5) conjugation of 1–4. |
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