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Xenobiotica
the fate of foreign compounds in biological systems
Volume 11, 1981 - Issue 11
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Research Article

Metabolism of azulene in rats

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Pages 779-783 | Received 03 Jul 1981, Published online: 22 Sep 2008
 

Abstract

1. Azulene was rapidly metabolized in the rat and excreted in the urine as the sulphate conjugate of 1-hydroxyazulene; 45% of the dose was recovered as pure metabolite from the 0-24 h urine.

2. [1,3-2H2]Azulene was converted in vivo to 1-hydroxyazulene sulphate which was shown by 1H-n.m.r. spectroscopy to contain one deuterium at C-3 and essentially no detectable deuterium at C-2. This result suggests that, if a 1,2-oxide of azulene was an intermediate in the 1-hydroxylation, it rearranged with direct loss of deuterium from C-1 rather than an NIH shift to C-2.

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