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Z4900

Sigma-Aldrich

Zopiclone

Synonym(s):

4-Methyl-1-piperazinecarboxylic acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl ester, Imovane

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About This Item

Empirical Formula (Hill Notation):
C17H17ClN6O3
CAS Number:
43200-80-2
Molecular Weight:
388.81
EC Number:
256-138-9
MDL number:
MFCD00133931
UNSPSC Code:
12352200
PubChem Substance ID:
24278148
NACRES:
NA.77

Quality Level

200

drug control

USDEA Schedule IV; psychotrope (France); regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

DMSO: 2 mg/mL
H2O: insoluble

originator

Dainippon Sumitomo

SMILES string

CN1CCN(CC1)C(=O)OC2N(C(=O)c3nccnc23)c4ccc(Cl)cn4

InChI

1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3

InChI key

GBBSUAFBMRNDJC-UHFFFAOYSA-N

Gene Information

human ... BZRAP1(9256)

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Biochem/physiol Actions

Benzodiazepine receptor agonist

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Dainippon Sumitomo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2 - STOT SE 3

target_organs

Central nervous system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Monique A J Mets et al.
Sleep, 34(10), 1327-1334 (2011-10-04)
To evaluate the next-morning residual effects of ramelteon (8 mg), zopiclone (7.5 mg), and placebo on driving performance, memory functioning, psychomotor performance, and mood in healthy adult subjects following bedtime dosing and a middle of the night awakening. Single-center, randomized
Milena Araújo Tonon et al.
Analytical and bioanalytical chemistry, 405(1), 267-273 (2012-11-07)
A new high-performance liquid chromatographic method with triple quadrupole mass spectrometry detection was developed and validated for the quantification of zopiclone enantiomers in rat brain samples. Zopiclone enantiomers were resolved on a CHIRALPAK AD column with a mobile phase consisting
Magdy Younes et al.
Journal of applied physiology (Bethesda, Md. : 1985), 112(2), 249-258 (2011-09-17)
It is generally believed that reflex recruitment of pharyngeal dilator muscles is insufficient to open the airway of obstructive apnea (OSA) patients once it is closed and, therefore, that arousal is required. Yet arousal promotes recurrence of obstruction. There is
G Hajak et al.
PharmacoEconomics, 10 Suppl 1, 29-38 (1995-12-09)
Insomnia, especially when chronic, is associated with disturbances in daytime well-being and performance, resulting in a poor quality of life for those affected. Zopiclone has been proven as a drug that favourably balances sleep induction and maintenance as well as
C Fernandez et al.
Clinical pharmacokinetics, 29(6), 431-441 (1995-12-01)
Zopiclone is a cyclopyrrolone hypnotic agent. It possesses a chiral centre and is commercially available as a racemic mixture. Methods involving high performance liquid chromatography (HPLC), gas chromatography, capillary electrophoresis (CE) and high performance thin layer chromatography have been developed
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