Chemistry:Desmethylzopiclone
Desmethylzopiclone, also known as SEP-174559, is an active metabolite of the sedative-hypnotic drug zopiclone.
Pharmacology
Unlike its parent compound, which is a largely non-selective benzodiazepine receptor agonist, desmethylzopiclone is a selective partial agonist at the benzodiazepine site of α3-containing GABA receptor subtypes.[1] It is also an antagonist to nicotinic acetylcholine receptors and NMDA receptors.[1]
Desmethylzopiclone has been described as a potential anxio-selective metabolite of zolpiclone owing to its selective affinity for the modulation of α3-containing GABA receptor subtypes.[1] Modulation of these GABAA subtypes have been implicated as key mediators of the anxiolytic effects of benzodiazepines.[2]
In forensic analysis
A method for the quantification of desmethylzopiclone from urine has been developed and may serve useful in forensic analysis of cases involving zolpiclone intoxication.[3]
References
- ↑ 1.0 1.1 1.2 "Molecular Actions of (S)-Desmethylzopiclone (SEP-174559), an Anxiolytic Metabolite of Zopiclone" (in en). The Journal of Pharmacology and Experimental Therapeutics 302 (2): 612–618. 2002-08-01. doi:10.1124/jpet.102.033886. ISSN 0022-3565. PMID 12130723.
- ↑ "Different GABAA receptor subtypes mediate the anxiolytic, abuse-related, and motor effects of benzodiazepine-like drugs in primates" (in en). Proceedings of the National Academy of Sciences of the United States of America 102 (3): 915–920. 2005-01-18. doi:10.1073/pnas.0405621102. ISSN 0027-8424. PMID 15644443. Bibcode: 2005PNAS..102..915R.
- ↑ "Quantitative Analysis of Zopiclone, N-desmethylzopiclone, Zopiclone N-oxide and 2-Amino-5-chloropyridine in Urine Using LC–MS-MS". Journal of Analytical Toxicology 38 (6): 327–334. 2014. doi:10.1093/jat/bku042. PMID 24790062.
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