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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.

Signal Word

Warning

Hazard Statements

H302,H336,H361fd,H411

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Ingebjørg Gustavsen et al.
Addiction (Abingdon, England), 107(5), 925-932 (2011-10-20)
To investigate individual traffic-relevant impairment related to measured blood zopiclone and ethanol concentrations. Also, we aimed to study possible development of acute tolerance. A randomized controlled four-way cross-over double-blind trial. Study drugs were zopiclone 5 or 10 mg, 50 g
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
B Musch et al.
International clinical psychopharmacology, 5 Suppl 2, 147-158 (1990-04-01)
Effective and safe hypnotics exist especially since the introduction of benzodiazepines (BZD) which appeared to bring major advantages over barbiturates. Ideally a new hypnotic should induce and maintain sleep without producing residual effect during the day and should be devoid
G Hajak
Drug safety, 21(6), 457-469 (1999-12-28)
Zopiclone is a cyclopyrrolone hypnosedative that is chemically unrelated to the benzodiazepines but nevertheless potentiates gamma-aminobutyric acid-mediated neuronal inhibition, and has demonstrated proven efficacy and good tolerability in the treatment of insomnia over 15 years of use. Zopiclone is indicated
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