J. Anim Sci.
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J. Anim Sci. 1971. 33:638-642.
© 1971 American Society of Animal Science
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Metabolites of 1-({alpha}-Methylallylthiocarbamoyl)-2-Methylthiocarbamoylhydrazine (Methallibure) in Swine

P. W. Aschbacher, V. J. Feil and R. G. Zaylskie1, 2,

U.S. Department of Agriculture, Fargo, North Dakota 58102

Abstract

Metabolites of 14C-methallibure were isolated from the urine using solvent extraction and various types of chromatography. Identities of metabolites were determined by matching infrared spectra and mass spectra of metabolites with spectra of authentic compounds, or by deductive interpretation of mass spectra. The metabolites identified and their approximate abundance (expressed as a percent of the total 14C in urine) were: methallibure, 12–20%; 2-methylamino-5-({alpha}-methylallylamino)-1,3,4-thiadiazole, 7–10%; 2-methylamino-5-amino-1,3,4-thiadiazole, 12–20%; 2,5-diamino-1,3,4-thiadiazole, 8—15%; 3-methylmercapto-4-methyl-5-({alpha}-methylaliylamino)-1,2,4-triazole, <1%. These represent 40 to 65% of the total 14C in urine. The primary route of metabolism is formation of a thiadiazole ring with the elimination of H2S, followed by dealkylation. There is evidence that the unidentified metabolites are composed of several different compounds, and that any one of these compounds constitutes a small proportion of the total.

Footnotes

1 Animal Science and Entomology Research Divisions, A.R.S., Metabolism and Radiation Research Laboratory.

2 Reference to a company or product name does not imply approval or recommendation of the product by the U.S. Department of Agriculture to the exclusion of others that may be suitable.






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