151776-26-0|SEP-174559|(S)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate|-范德生物科技公司

SEP-174559

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names：
(S)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate
CAS号：
151776-26-0
MDL Number：
MF(分子式)： C16H15ClN6O3 MW(分子量)： 374.785
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	(S)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate
英文别名	SEP-174559; SEP 174559; SEP174559; (S)-DMZ; (S) DMZ; (S)DMZ; (S)-Desmethylzopiclone; (S) Desmethylzopiclone; (S)Desmethylzopiclone
CAS号	151776-26-0
Inchi	InChI=1S/C16H15ClN6O3/c17-10-1-2-11(21-9-10)23-14(24)12-13(20-4-3-19-12)15(23)26-16(25)22-7-5-18-6-8-22/h1-4,9,15,18H,5-8H2/t15-/m0/s1
InchiKey	CGSFZSTXVVJLIX-HNNXBMFYSA-N
分子式 Formula	C16H15ClN6O3
分子量 Molecular Weight	374.785
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	SEP-174559(CAS:151776-26-0):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	SEP-174559, also known as (S)-Desmethylzopiclone and (S)-DMZ, is a gamma-aminobutyric acid (GABA) receptor agonist potentially for the treatment of anxiety and muscle spasticity. Micromolar concentrations of SEP-174559 potentiated GABA(A) receptor currents evoked by subsaturating concentrations of GABA. The potentiation was related to a leftward shift in the GABA dose-response curves, suggesting the drug acts to increase GABA binding affinity. SEP-174559 and its parent compound, racemic zopiclone, were not selective between alpha1-, alpha2-, or alpha3-bearing GABA(A) receptors. SEP-174559 did not affect serotonin type-3 receptor function but was found to inhibit nicotinic acetylcholine (nACh) receptors. SEP-174559 inhibited N-methyl-D-aspartate (NMDA) receptor currents but did not affect non-NMDA receptors.
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备注

[1]de Albuquerque NC, de Gaitani CM, de Oliveira AR. A new and fast DLLME-CE method for the enantioselective analysis of zopiclone and its active metabolite after fungal biotransformation. J Pharm Biomed Anal. 2015 May 10;109:192-20[1]doi: 10.1016/j.jpba.2015.02.039. PubMed PMID: 25778930.

[2]Gal J. New single-isomer compounds on the horizon. CNS Spectr. 2002 Apr;7(4 Suppl 1):45-54. PubMed PMID: 15131493.

[3] Atack JR. Anxioselective compounds acting at the GABA(A) receptor benzodiazepine binding site. Curr Drug Targets CNS Neurol Disord. 2003 Aug;2(4):213-32. Review. PubMed PMID: 12871032.

[4] McMahon LR, Jerussi TP, France CP. Stereoselective discriminative stimulus effects of zopiclone in rhesus monkeys. Psychopharmacology (Berl). 2003 Jan;165(3):222-8. PubMed PMID: 12434260.

[5] Fleck MW. Molecular actions of (S)-desmethylzopiclone (SEP-174559), an anxiolytic metabolite of zopiclone. J Pharmacol Exp Ther. 2002 Aug;302(2):612-8. PubMed PMID: 12130723.

6: Carlson JN, Haskew R, Wacker J, Maisonneuve IM, Glick SD, Jerussi TP. Sedative and anxiolytic effects of zopiclone's enantiomers and metabolite. Eur J Pharmacol. 2001 Mar;415(2-3):181-9. PubMed PMID: 11274997.7: Mannaert E, Tytgat J, Daenens P. Development of a stereospecific radioimmunoassay for the analysis of zopiclone and metabolites in urine. Clin Chim Acta. 1996 Sep 30;253(1-2):103-15. PubMed PMID: 8879842.

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