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:
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
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.
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
flunitrazepamWHO MedNet
flunitrazépamWHO MedNet
flunitrazepamumWHO MedNet
Synonyms  Source
1,3-dihydro-5-(o-fluorophenyl)-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-oneChemIDplus
1-methyl-7-nitro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-oneChemIDplus
5-(o-fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-oneChemIDplus
flunidazepamDrugCentral
fluridrazepamDrugCentral
RO 5-4200DrugBank
Brand Names  Source
FluninocChemIDplus
FlunipamChemIDplus
FlunitaChEBI
FluscandChEBI
HipnosedonDrugBank
HypnodormDrugBank
Manual XrefsDatabases
1202DrugCentral
D01230KEGG DRUG
DB01544DrugBank
FlunitrazepamWikipedia
HMDB0015510HMDB
Registry NumbersSources
Reaxys:0702691Reaxys
CAS:1622-62-4NIST Chemistry WebBook
CAS:1622-62-4ChemIDplus
Citations