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CHEBI:31622 - flunitrazepam

ChEBI IDCHEBI:31622
ChEBI Nameflunitrazepam
Stars
DefinitionA 1,4-benzodiazepinone that is nitrazepam substituted by a methyl group at position 1 and by a fluoro group at position 2'. It is a potent hypnotic, sedative, and amnestic drug used to treat chronic insomnia.
Last Modified24 February 2020
DownloadsMolfile
FormulaC16H12FN3O3
Net Charge0
Average Mass313.288
Monoisotopic Mass313.08627
SMILESCN1C(=O)CN=C(c2ccccc2F)c2cc([N+](=O)[O-])ccc21
InChIInChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3
InChIKeyPPTYJKAXVCCBDU-UHFFFAOYSA-N
Wikipedia
Roles Classification
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:
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.
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.
ChEBI Ontology
Outgoing Relation(s)
flunitrazepam (CHEBI:31622) has role anxiolytic drug (CHEBI:35474)
flunitrazepam (CHEBI:31622) has role GABAA receptor agonist (CHEBI:91016)
flunitrazepam (CHEBI:31622) has role sedative (CHEBI:35717)
flunitrazepam (CHEBI:31622) is a C-nitro compound (CHEBI:35716)
flunitrazepam (CHEBI:31622) is a 1,4-benzodiazepinone (CHEBI:35500)
flunitrazepam (CHEBI:31622) is a monofluorobenzenes (CHEBI:83575)
IUPAC Name 
5-(2-fluorophenyl)-1-methyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one
INNs  Source
flunitrazepamWHO MedNet
flunitrazepamumWHO MedNet
flunitrazepamWHO MedNet
flunitrazépamWHO MedNet
Synonyms  Source
fluridrazepamDrugCentral
flunidazepamDrugCentral
RO-5-4200DrugBank
RO 5-4200DrugBank
RO-54200DrugBank
1,3-dihydro-5-(o-fluorophenyl)-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-oneChemIDplus
Brand Names  Source
RohypnolKEGG DRUG
FlunipamChemIDplus
HipnosedonDrugBank
NarcozepDrugBank
RoipnolDrugBank
HypnodormDrugBank
Manual XrefsDatabases
D01230KEGG DRUG
1202DrugCentral
HMDB0015510HMDB
DB01544DrugBank
FlunitrazepamWikipedia
Registry NumbersSources
Reaxys:0702691Reaxys
CAS:1622-62-4ChemIDplus
CAS:1622-62-4NIST Chemistry WebBook
Citations