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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
7
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pubmed:dateCreated |
1984-2-14
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pubmed:abstractText |
The synthesis of N-hydroxydesmethylimipramine via the corresponding primary hydroxylamine and oxime is described. The N-oxygenated products are unstable to g.l.c. analysis without prior derivatization; the decomposition products are identified by g.l.c.-mass spectrometry. N-Hydroxydesmethylimipramine is shown to be a metabolite of imipramine and desmethylimipramine on incubation of either with fortified 9000 g liver homogenates of male New Zealand white rabbits. The metabolic product is characterized by mass spectrometry and n.m.r. Didesmethylimipramine is shown to undergo metabolic alpha-C-oxidation, to yield the carboxylic acid, 3-(10,11-dihydro-5H-dibenz[b, f]azepin-5-yl)propionic acid, but not N-oxidation. N-Hydroxydesmethylimipramine is metabolically reduced to desmethylimipramine and metabolized further to 10-hydroxydesmethylimipramine, 2-hydroxydesmethylimipramine and the carboxylic acid. The possible role of N-hydroxydesmethylimipramine and 3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propionic acid in the formation of iminodibenzyl is discussed.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
0049-8254
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
13
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
391-405
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:6659542-Animals,
pubmed-meshheading:6659542-Chemical Phenomena,
pubmed-meshheading:6659542-Chemistry,
pubmed-meshheading:6659542-Desipramine,
pubmed-meshheading:6659542-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:6659542-Imipramine,
pubmed-meshheading:6659542-Magnetic Resonance Spectroscopy,
pubmed-meshheading:6659542-Male,
pubmed-meshheading:6659542-Microsomes, Liver,
pubmed-meshheading:6659542-Rabbits
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pubmed:year |
1983
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pubmed:articleTitle |
Metabolism of imipramine in vitro: synthesis and characterization of N-hydroxydesmethylimipramine.
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pubmed:publicationType |
Journal Article
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