CHEBI:53760 - eszopiclone

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ChEBI Name eszopiclone
ChEBI ID CHEBI:53760
Definition The (5S)- (active) enantiomer of zopiclone. Unlike almost all other hypnotic sedatives, which are approved only for the relief of short-term (6-8 weeks) insomnia, eszopiclone is approved by the U.S. Food and Drug Administration for long-term use.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H17ClN6O3
Net Charge 0
Average Mass 388.80800
Monoisotopic Mass 388.105
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/t16-/m0/s1
InChIKey GBBSUAFBMRNDJC-INIZCTEOSA-N
SMILES CN1CCN(CC1)C(=O)O[C@@H]1N(C(=O)c2nccnc12)c1ccc(Cl)cn1
Roles Classification
Application(s): sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
(via zopiclone )
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
(via zopiclone )
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ChEBI Ontology
Outgoing eszopiclone (CHEBI:53760) has role central nervous system depressant (CHEBI:35488)
eszopiclone (CHEBI:53760) has role sedative (CHEBI:35717)
eszopiclone (CHEBI:53760) is a zopiclone (CHEBI:32315)
eszopiclone (CHEBI:53760) is enantiomer of (5R)-zopiclone (CHEBI:53762)
Incoming (5R)-zopiclone (CHEBI:53762) is enantiomer of eszopiclone (CHEBI:53760)
IUPAC Name
(5S)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate
INN Source
eszopiclone KEGG DRUG
Synonyms Sources
(+)-(5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate ChemIDplus
(+)-Zopiclone ChemIDplus
(S)-Zopiclone ChemIDplus
Esopiclone DrugBank
Manual Xrefs Databases
1068 DrugCentral
D02624 KEGG DRUG
DB00402 DrugBank
Eszopiclone Wikipedia
View more database links
Registry Numbers Types Sources
138729-47-2 CAS Registry Number ChemIDplus
138729-47-2 CAS Registry Number KEGG DRUG
8794636 Beilstein Registry Number Beilstein
Last Modified
22 February 2017