| Metabolism of tetramethrin isomers in rat. I. Identification of a sulphonic acid type of conjugate and reduced metabolites. | |
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MedLine Citation:
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PMID: 8079506 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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1. Urinary and faecal metabolites in rat treated with 14C-labelled (1RS, trans)-tetramethrin [3,4,5,6-tetrahydrophthalimidomethyl (1RS, trans)-chrysanthemate] were identified using chromatographic techniques and spectroanalyses (nmr and ms). 2. 3-Hydroxy-cyclohexane-1,2-dicarboximide was found to be a major and unique urinary metabolite, reduced at the 1,2-double bond of the 3,4,5,6-tetrahydrophthalimide moiety. 3. The major faecal metabolites were sulphonic acid conjugates, having a sulphonic acid group incorporated into the double bond of the 3,4,5,6-tetrahydrophthalimide moiety. 4. On the basis of the metabolites identified here, the major biotransformation reactions of trans-tetramethrin in rats are: (1) cleavage of the ester linkage; (2) cleavage of the imide linkage; (3) hydroxylation of the cyclohexene or cyclohexane ring of the 3,4,5,6-tetrahydrophthalimide moiety; (4) oxidation at the methyl group of the isobutenyl moiety; (5) reduction at the 1,2-double bond of the 3,4,5,6-tetrahydrophthalimide moiety; and (6) incorporation of a sulphonic acid group into the 1,2-double bond of the 3,4,5,6-tetrahydrophthalimide moiety. |
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Authors:
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Y Tomigahara; M Mori; K Shiba; N Isobe; H Kaneko; I Nakatsuka; H Yamada |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Xenobiotica; the fate of foreign compounds in biological systems Volume: 24 ISSN: 0049-8254 ISO Abbreviation: Xenobiotica Publication Date: 1994 May |
Date Detail:
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Created Date: 1994-10-06 Completed Date: 1994-10-06 Revised Date: 2003-11-14 |
Medline Journal Info:
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Nlm Unique ID: 1306665 Medline TA: Xenobiotica Country: ENGLAND |
Other Details:
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Languages: eng Pagination: 473-84 Citation Subset: IM |
Affiliation:
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Environmental Health Science Laboratory, Sumitomo Chemical Co., Ltd, Osaka, Japan. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Feces / chemistry Female Isomerism Magnetic Resonance Spectroscopy / methods Male Oxidation-Reduction Pyrethrins / metabolism*, urine Rats Rats, Sprague-Dawley Sulfonic Acids / metabolism*, urine |
| Chemical | |
Reg. No./Substance:
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0/Pyrethrins; 0/Sulfonic Acids; 7696-12-0/tetramethrin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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