CHEBI:5128 - flurazepam

ChEBI IDCHEBI:5128
ChEBI Nameflurazepam
Stars
DefinitionA 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.
Last Modified25 July 2019
DownloadsMolfile
FormulaC21H23ClFN3O
Net Charge0
Average Mass387.886
Monoisotopic Mass387.15137
SMILESCCN(CC)CCN1C(=O)CN=C(c2ccccc2F)c2cc(Cl)ccc21
InChIInChI=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
InChIKeySAADBVWGJQAEFS-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
Applications:
GABAA receptor agonist  A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
flurazepamWHO MedNet
flurazepamWHO MedNet
flurazépamWHO MedNet
flurazepamumWHO MedNet
Synonym  Source
Ro 5-6901DrugBank
Brand Name  Source
InsuminKEGG DRUG
Manual XrefsDatabases
D00329KEGG DRUG
1218DrugCentral
DB00690DrugBank
HMDB0014828HMDB
FlurazepamWikipedia
FL7PDBeChem
Registry NumbersSources
CAS:17617-23-1KEGG COMPOUND
CAS:17617-23-1ChemIDplus
CAS:17617-23-1NIST Chemistry WebBook
Citations