Metabolism of methyl-(E)-2-2-6-(2-cyanophenoxy)pyrimidin-4- yloxyphenyl-3-methoxyacrylate (azoxystrobin) in rat

Laird, W. J. D., Gledhill, A. J. and Lappin, Graham (2003) Metabolism of methyl-(E)-2-2-6-(2-cyanophenoxy)pyrimidin-4- yloxyphenyl-3-methoxyacrylate (azoxystrobin) in rat. Xenobiotica, 33 (6). pp. 677-690. ISSN 0049-8254

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1. The metabolic fate of 14C-methyl-(E)-2-{2-6-(2-cyanophenoxy)pyrimidin-4- yloxyphenyl}-3-methoxyacrylate (azoxystrobin) was determined in the male and female rat following a single oral dose of 1 and 100 mg kg-1 and in surgically prepared, bile duct-cannulated rats following a single oral dose of 100mg kg-1. 2. Azoxystrobin was extensively metabolized with at least 15 metabolites. There was a sex difference, with females producing more metabolites than males. 3. The two principal metabolic pathways were hydrolysis of the methoxyacid followed by glucuronic acid conjugation and glutathione conjugation of the cyanophenyl ring followed by further metabolism leading to the mercapturic acid. There were also several other minor pathways.

Keywords:acetylcysteine, azoxystrobin, fungicide, glucuronic acid, glutathione, methyl 2 2 6 (2 cyanophenoxy)pyrimidin 4 yloxy]phenyl] 3 methoxyacrylate, unclassified drug, absorption, animal experiment, article, conjugation, excretion, female, high performance liquid chromatography, hydrolysis, male, mass spectrometry, nonhuman, oral drug administration, quantitative analysis, rat, sex difference, toxin structure, xenobiotic metabolism, Acrylates, Animals, Bile Ducts, Biotransformation, Chromatography, High Pressure Liquid, Cysteine, Dealkylation, Feces, Fungicides, Industrial, Glucuronides, Hydroxylation, Isomerism, Methacrylates, Pyrimidines, Rats, Rats, Wistar, Sex Characteristics, Spectrometry, Mass, Electrospray Ionization, Animalia
Divisions:College of Science > School of Pharmacy
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ID Code:8243
Deposited On:21 Mar 2013 15:22

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