National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Eszopiclone
Synonyms

(+)-(5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate

ESZOPICLONE

Eszopiclone

(S)-Zopiclone

Lunesta

SEP-190

Definitions

A nonbenzodiazepine, cyclopyrrolone and active stereoisomer of zopiclone with hypnotic and sedative activity and without significant anxiolytic activity. Although the exact mechanism of action remains to be fully elucidated, eszopiclone is able to bind to and activate the omega-1 subtype of the alpha subunit of the gamma-aminobutyric acid-benzodiazepine GABA receptor complex (GABA-A), a chloride ionophore complex in the central nervous system (CNS). This leads to the opening of chloride channels, causing hyperpolarization, inhibition of neuronal firing, and enhancement of the inhibitory effect of GABA. This eventually leads to a hypnotic effect and allows for an induction of sleep.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C65545

Accepted_Therapeutic_Use_For

Insomnia

CAS_Registry

138729-47-2

CHEBI_ID

CHEBI:53760

Chemical_Formula

C17H17ClN6O3

code

C65545

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C176424

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

Contributing_Source

FDA

DEFINITION

A nonbenzodiazepine, cyclopyrrolone and active stereoisomer of zopiclone with hypnotic and sedative activity and without significant anxiolytic activity. Although the exact mechanism of action remains to be fully elucidated, eszopiclone is able to bind to and activate the omega-1 subtype of the alpha subunit of the gamma-aminobutyric acid-benzodiazepine GABA receptor complex (GABA-A), a chloride ionophore complex in the central nervous system (CNS). This leads to the opening of chloride channels, causing hyperpolarization, inhibition of neuronal firing, and enhancement of the inhibitory effect of GABA. This eventually leads to a hypnotic effect and allows for an induction of sleep.

FDA_UNII_Code

UZX80K71OE

FULL_SYN

(+)-(5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate

ESZOPICLONE

Eszopiclone

(S)-Zopiclone

Lunesta

SEP-190

label

Eszopiclone

Legacy Concept Name

Eszopiclone

NCI_Drug_Dictionary_ID

538994

PDQ_Closed_Trial_Search_ID

538994

PDQ_Open_Trial_Search_ID

538994

Preferred_Name

Eszopiclone

prefixIRI

Thesaurus:C65545

Semantic_Type

Pharmacologic Substance

UMLS_CUI

C1436328

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C29756

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Mapping To Ontology Source
http://purl.obolibrary.org/obo/CHEBI_53760 DRON LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000023088 ODAE LOOM
http://purl.obolibrary.org/obo/DRON_00018768 ODNAE LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 FIDEO LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 DDSS LOOM
http://purl.obolibrary.org/obo/CHEBI_53760 BIOMODELS LOOM
http://purl.bioontology.org/ontology/RXNORM/461016 RXNORM LOOM
http://www.phoc.org.cn/pmo/class/PMO_00018263 PMAPP-PMO LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000538994 PDQ LOOM
http://purl.obolibrary.org/obo/NCIT_C65545 BERO LOOM
http://purl.obolibrary.org/obo/MESH_D000069582 BERO LOOM
http://purl.obolibrary.org/obo/OMIT_0001494 OMIT LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/409420000 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/ATC/N05CF04 ATC LOOM
http://purl.bioontology.org/ontology/VANDF/4024906 VANDF LOOM
http://purl.bioontology.org/ontology/LNC/MTHU058737 LOINC LOOM
http://stirdf.jst.go.jp/id/200907032286682498 IOBC LOOM
http://purl.bioontology.org/ontology/LNC/LP266153-8 LOINC LOOM
http://www.semanticweb.org/ftuha/ontologies/2021/5/FRMO-01untitled-ontology-175/Eszopiclone_(Lunesta) FRMO LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000023088 NDFRT LOOM
http://purl.bioontology.org/ontology/MESH/D000069582 MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#C515051 RH-MESH LOOM
https://go.drugbank.com/drugs/DB00402 MDM LOOM
http://purl.jp/bio/4/id/200906097257822842 IOBC LOOM
http://www.drugbank.ca/drugs/DB00402 FTC LOOM