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Desmethylzopiclone, also known as SEP-174559, is an active metabolite of the sedative-hypnotic drug zolpiclone.
Unlike its parent compound, which is a largely non-selective benzodiazepine site 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 and NMDA receptors.[1]
Desmethylzopiclone has been described as a potential anxio-selective metabolite of zolpicloning owing to its selective affinity for the modulation of α3-containing GABA receptor subtypes.[1] These GABA-A subtypes have been implicated as key mediators of the anxiolytic effects of benzodiazepines.[2]
The quantification of desmethylzopiclone from urine has been demonstrated and may serve useful in forensic analysis of cases involving zolpiclone intoxication.[3]
References
edit- ^ a b c Fleck, Mark W. (2002-08-01). "Molecular Actions of (S)-Desmethylzopiclone (SEP-174559), an Anxiolytic Metabolite of Zopiclone". Journal of Pharmacology and Experimental Therapeutics. 302 (2): 612–618. doi:10.1124/jpet.102.033886. ISSN 0022-3565. PMID 12130723.
- ^ Rowlett, James K.; Platt, Donna M.; Lelas, Snjezana; Atack, John R.; Dawson, Gerard R. (2005-01-18). "Different GABA A receptor subtypes mediate the anxiolytic, abuse-related, and motor effects of benzodiazepine-like drugs in primates". Proceedings of the National Academy of Sciences. 102 (3): 915–920. doi:10.1073/pnas.0405621102. ISSN 0027-8424. PMC 545524. PMID 15644443.
- ^ Nilsson, Gunnel H.; Kugelberg, Fredrik C.; Ahlner, Johan; Kronstrand, Robert (2014). "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. doi:10.1093/jat/bku042. PMID 24790062. Retrieved 2024-04-14.
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