eszopiclone (CHEBI:53760)

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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

Average Mass

388.80800

Monoisotopic Mass

388.10507

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 )

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

Last Modified

22 February 2017