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Xenobiotica
the fate of foreign compounds in biological systems
Volume 26, 1996 - Issue 1
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Research Article

Metabolism of 2,3,5,6-tetrachloronitrobenzene (tecnazene) in rat

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Pages 65-77 | Published online: 17 Nov 2010
 

Abstract

1. The metabolic fate of [U-14C]-2,3,5,6-tetrachloronitrobenzene (tecnazene) has been determined in the male and female rat following a single dose of 1 mg/kg and in surgically prepared, bile-duct-cannulated rats following a single oral dose of 135 mg/kg.

2. Radioactivity in the female rat was excreted mainly in urine (82%). The male rat, however, excreted approximately equal amounts of radioactivity in urine and faeces (the latter via bile).

3. The principal metabolic pathway was conjugation with glutathione (GSH) and concomitant nitro-displacement. The GSH-conjugate and related metabolites were excreted in the bile and ultimately in the urine as the mercapturic acid conjugate. The cysteine conjugate underwent β-lyase-mediated metabolism to yield a thiol that underwent subsequent methylation to the thioanisole followed by S-oxidation.

4. A novel tetrachloromethyldisulphide metabolite was also formed.

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