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:
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
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 antidepressant (CHEBI:35469)
flurazepam (CHEBI:5128) has role antipsychotic agent (CHEBI:35476)
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
1218DrugCentral
D00329KEGG DRUG
DB00690DrugBank
FL7PDBeChem
FlurazepamWikipedia
HMDB0014828HMDB
Registry NumbersSources
CAS:17617-23-1NIST Chemistry WebBook
CAS:17617-23-1ChemIDplus
CAS:17617-23-1KEGG COMPOUND
Citations