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Zopiclone

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Name

Zopiclone

EINECS 256-138-9
CAS No. 43200-80-2 Density 1.54 g/cm3
PSA 91.76000 LogP 1.50880
Solubility DMSO: 2 mg/mL Melting Point 178 °C
Formula C17H17ClH6O3 Boiling Point 580.7 °C at 760 mmHg
Molecular Weight 388.813 Flash Point 305 °C
Transport Information N/A Appearance Crystalline solid
Safety 26-36 Risk Codes 20/21/22-36/37/38-62
Molecular Structure Molecular Structure of 43200-80-2 (Zopiclone) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Amovane;Zopiclone (JAN);Imovane;Zopiclone (TN);Zopiclone [BAN:INN:JAN];Amoban (TN);[(9S)-8-(5-chloropyridin-2-yl)-7-oxo-2,5,8-triazabicyclo[4.3.0]nona-1,3,5-trien-9-yl] 4-methyl-2,3,5,6-tetrahydropyrazine-1-carboxylate;Zopiclona [INN-Spanish];1-Piperazinecarboxylic acid,4-methyl-,6-(5-chloro-2-pyridinyl)- 6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]- pyrazin-5-yl ester;(+-)-Zopiclone;Amoban;Zopiclonum [INN-Latin];[8-(5-chloropyridin-2-yl)-7-oxo-2,5,8-triazabicyclo[4.3.0]nona-1,3,5-trien-9-yl] 4-methylpiperazine-1-carboxylate;1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester;4-Methyl-1-piperazinecarboxylic acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl ester;

Article Data 16

Zopiclone Chemical Properties

Molecular Structure of Zopiclone (CAS NO.43200-80-2):

IUPAC Name: [6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate 
Empirical Formula: C17H17ClN6O3
Molecular Weight: 388.8083
H bond acceptors: 9
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 91.76 Å2
Index of Refraction: 1.688
Molar Refractivity: 96.23 cm3
Molar Volume: 252.3 cm3
Surface Tension: 86.1 dyne/cm
Density: 1.54 g/cm3
Flash Point: 305 °C
Enthalpy of Vaporization: 86.85 kJ/mol
Boiling Point: 580.7 °C at 760 mmHg
Vapour Pressure: 1.78E-13 mmHg at 25°C
CAS Registry Number:  43200-80-2
EINECS:  256-138-9
Melting point: 178oC
Solubility:  DMSO: 2 mg/mL
Product Categories: Active Pharmaceutical Ingredients; Sedative, Hypnotic; Intermediates & Fine Chemicals; Pharmaceuticals; Isotope Labeled Compounds; GABA

Zopiclone Toxicity Data With Reference

1.    

orl-rat LD50:827 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
2.    

ipr-rat LD50:771 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
3.    

scu-rat LD50:540 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
4.    

ivn-rat LD50:280 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
5.    

ims-rat LD50:295 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
6.    

orl-mus LD50:2174 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
7.    

ipr-mus LD50:1325 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
8.    

scu-mus LD50:888 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
9.    

ivn-mus LD50:321 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.
10.    

ims-mus LD50:541 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 26 (1983),935.

Zopiclone Safety Profile

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 20/21/22-36/37/38-62
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R62:Risk of impaired fertility.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: TL1425000

Zopiclone Specification

  Zopiclone , with CAS number of 43200-80-2, can be called (5 RS )- 6-(5-Chloropyridin-2-yl)-7-[(4-methylpiperazin-1-yl)carboxy]-5,6-dihydro--pyrrolo[3,4-b]pyrazin-5-one ; 1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester ; 4-Methyl-1-piperazinecarboxylic acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl ester ; [(9R)-8-(5-chloropyridin-2-yl)-7-oxo-2,5,8-triazabicyclo[4.3.0]nona-1,3,5-trien-9-yl] 4-methyl-2,3,5,6-tetrahydropyrazine-1-carboxylate . It is a crystalline solid. Zopiclone (CAS NO.43200-80-2) is a non-benzodiazepine hypnotic agent used in the treatment of insomnia. In the United States, zopiclone is not commercially available, although its active stereoisomer, eszopiclone, is sold under the names Lunesta (see History). Zopiclone is a controlled substance in the United States, Canada, Japan and some European countries, and may be illegal to possess without a prescription. This is a controlled substance (depressant) in the US but not in Canada. Sedative, hypnotic.