Abstract:
:Camazepam [3-(N,N-dimethyl)carbamoyloxy-7-chloro-1-methyl-1, 3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one, CMZ] possesses anxiolytic, anticonvulsant, muscle relaxant and hypnotic properties. CMZ is clinically used as a racemate. The enantioselective metabolism of racemic CMZ by rat liver microsomes was studied. Major metabolites were isolated by normal-phase and reversed-phase liquid chromatography (LC) and further characterized by UV absorption, mass, and circular dichroism spectral analyses, and by chiral stationary phase LC analysis. Following an in vitro incubation of rac-CMZ, the unmetabolized CMZ was found to be enriched (S)-CMZ, indicating that the R-enantiomer was enantioselectively metabolized. Two of the most abundant metabolites, formed by hydroxylation and demethylation of a methyl group of the N,N-dimethylcarbamyloxy side chain, were found to be enriched in the R-enantiomer. The results indicated that the (R)-CMZ was metabolized at a faster rate than (S)-CMZ by rat liver microsomes.
journal_name
J Pharm Biomed Analjournal_title
Journal of pharmaceutical and biomedical analysisauthors
Lu XL,Yang SKdoi
10.1016/0731-7085(93)80103-8subject
Has Abstractpub_date
1993-11-01 00:00:00pages
1189-96issue
11-12eissn
0731-7085issn
1873-264Xpii
0731-7085(93)80103-8journal_volume
11pub_type
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