CHEBI:5128 - flurazepam

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name flurazepam
ChEBI ID CHEBI:5128
Definition A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a 2-(diethylamino)ethyl group, 2-fluorophenyl group and chloro group at positions 1, 5 and 7, respectively. It is a partial agonist of GABAA receptors and used for the treatment of insomnia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C21H23ClFN3O
Net Charge 0
Average Mass 387.880
Monoisotopic Mass 387.15137
InChI InChI=1S/C21H23ClFN3O/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23/h5-10,13H,3-4,11-12,14H2,1-2H3
InChIKey SAADBVWGJQAEFS-UHFFFAOYSA-N
SMILES C(CN(CC)CC)N1C=2C(C(=NCC1=O)C3=CC=CC=C3F)=CC(=CC2)Cl
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing flurazepam (CHEBI:5128) has role anticonvulsant (CHEBI:35623)
flurazepam (CHEBI:5128) has role anxiolytic drug (CHEBI:35474)
flurazepam (CHEBI:5128) has role GABAA receptor agonist (CHEBI:91016)
flurazepam (CHEBI:5128) has role sedative (CHEBI:35717)
flurazepam (CHEBI:5128) is a 1,4-benzodiazepinone (CHEBI:35500)
flurazepam (CHEBI:5128) is a monofluorobenzenes (CHEBI:83575)
flurazepam (CHEBI:5128) is a organochlorine compound (CHEBI:36683)
flurazepam (CHEBI:5128) is a tertiary amino compound (CHEBI:50996)
Incoming hydroxyethylflurazepam (CHEBI:143437) has functional parent flurazepam (CHEBI:5128)
IUPAC Name
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
INNs Sources
flurazepam WHO MedNet
flurazepam WHO MedNet
flurazépam WHO MedNet
flurazepamum WHO MedNet
Synonym Source
Ro 5-6901 DrugBank
Brand Name Source
Insumin KEGG DRUG
Manual Xrefs Databases
1218 DrugCentral
D00329 KEGG DRUG
DB00690 DrugBank
FL7 PDBeChem
Flurazepam Wikipedia
HMDB0014828 HMDB
View more database links
Registry Numbers Types Sources
17617-23-1 CAS Registry Number ChemIDplus
17617-23-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
16501350 PubMed citation Europe PMC
20002022 PubMed citation Europe PMC
23035248 PubMed citation Europe PMC
2863335 PubMed citation Europe PMC
Last Modified
25 July 2019