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Substance Name: Zopiclone [INN:BAN:JAN]
RN: 43200-80-2
UNII: 03A5ORL08Q
InChIKey: GBBSUAFBMRNDJC-UHFFFAOYSA-N

Note

  • S(+)-enantiomer of racemic zopiclone; azabicyclo(4.3.0)nonane; a nonbenzodiazepine; one of the so-called of Z drugs (zopiclone, eszopiclone, zolpidem, and zaleplon) for which there is some correlation with tumors.

Molecular Formula

  • C17-H17-Cl-N6-O3

Molecular Weight

  • 388.8133
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Hypnotics and Sedatives
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Zopiclone
  • Zopiclone [INN:BAN:JAN]

Synonyms

  • (+-)-Zopiclone
  • 27267 R.P.
  • 4-Methyl-1-piperazinecarboxylic acid ester with 6-(5-chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5H-pyrrolo(3,4-b)pyrazin-5-one
  • Amoban
  • Amovane
  • BRN 0768704
  • EINECS 256-138-9
  • Imovane
  • NSC 758463
  • RP 27267
  • UNII-03A5ORL08Q
  • Zopiclona
  • Zopiclona [INN-Spanish]
  • Zopiclone
  • Zopiclonum
  • Zopiclonum [INN-Latin]

Systematic Names

  • 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 ester with 6-(5-chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5H-pyrrolo(3,4-b)pyrazin-5-one
  • Zopiclone

Superlist Names

  • DEA No. 2784
  • Zopiclone

Registry Numbers

CAS Registry Number

  • 43200-80-2

FDA UNII

  • 03A5ORL08Q

Other Registry Number

  • 138680-07-6

System Generated Number

  • 0043200802

Structure Descriptors

InChI

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

InChIKey

GBBSUAFBMRNDJC-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 541mg/kg (541mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
mouse LD50 intraperitoneal 1325mg/kg (1325mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
mouse LD50 intravenous 321mg/kg (321mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
mouse LD50 oral 2174mg/kg (2174mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
mouse LD50 subcutaneous 888mg/kg (888mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 intramuscular 295mg/kg (295mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 intraperitoneal 771mg/kg (771mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 intraperitoneal 771mg/kg (771mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 intravenous 280mg/kg (280mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 oral 827mg/kg (827mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 subcutaneous 540mg/kg (540mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.
rat LD50 subcutaneous 540mg/kg (540mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 935, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 178 deg C   EXP
log P (octanol-water) 1.540 (none)   EST
Atmospheric OH Rate Constant 1.34E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.