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Xenobiotica
the fate of foreign compounds in biological systems
Volume 22, 1992 - Issue 3
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Original Article

Identification of the major metabolites of [3H]-(+)-8-chloro-5-(2,3-dihydrobenzofuran-7-yl)-7-methoxymethyloxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine in rats

, , , &
Pages 345-356 | Received 22 Jul 1991, Accepted 09 Nov 1991, Published online: 27 Aug 2009
 

Abstract

1. The in vivo urinary metabolites of 3H(+)-8-chloro-5(2,3-dihydrobenzofuran-7-yl)-7-methoxymethyloxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine isolated from Wistar rats have been characterized by mass spectrometry and n.m.r. spectroscopy.

2. Metabolites are formed by N-demethylation, hydroxylation of the dihydrobenzofuran moiety, and elimination of the methoxymethyl group followed by glucuronidation. All combinations of these metabolic pathways were found in the metabolites in urine.

3. In the faeces metabolites formed by hydroxylation of the dihydrobenzofuran moiety and elimination of the methoxymethyl moiety dominate, while N-demethylated metabolites are present only in small amounts.

4. The major plasma metabolite was formed by elimination of the methoxymethyl group followed by glucuronidation. Only minute amounts of other metabolites were present.

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