Identification of canine urinary metabolites of the antiprotozoal agent 3a,4,5,6,7,7a-hexahydro-3-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,2-benzisoxazole

Metabolite fractions from the urine of a dog dosed with 3a,4,5,6,7a-hexahydro-3-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,2-benzisoxazole (MK-0436) were obtained by the use of high-performance liquid chromatography. These fractions were of suitable purity for structural elucidation. Data obtained by mas...

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Bibliographic Details
Published inJournal of pharmaceutical sciences Vol. 69; no. 11; pp. 1288 - 1292
Main Authors VandenHeuvel, W.J.A, Onofrey, D, Zweig, J.S, Pile, J, Kirkman-Bey, N
Format Journal Article
LanguageEnglish
Published United States 01.11.1980
Subjects
Animals
Antiprotozoal Agents - metabolism
Antiprotozoal Agents - urine
Chromatography, Gas
Chromatography, High Pressure Liquid
Dogs
Gas Chromatography-Mass Spectrometry
Isoxazoles - metabolism
Isoxazoles - urine
Magnetic Resonance Spectroscopy
Nitroimidazoles - metabolism
Nitroimidazoles - urine
Oxazoles - urine
pharmacology
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Summary:Metabolite fractions from the urine of a dog dosed with 3a,4,5,6,7a-hexahydro-3-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,2-benzisoxazole (MK-0436) were obtained by the use of high-performance liquid chromatography. These fractions were of suitable purity for structural elucidation. Data obtained by mass spectrometry and NMR spectroscopy allowed the identification of seven major metabolites of this drug. Biotransformation in each case involved hydroxylation (mono or di) of the hexahydrobenzisoxazole ring.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600691115