CHEBI:31622 - flunitrazepam

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ChEBI Name flunitrazepam
ChEBI ID CHEBI:31622
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H12FN3O3
Net Charge 0
Average Mass 313.288
Monoisotopic Mass 313.08627
InChI InChI=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
InChIKey PPTYJKAXVCCBDU-UHFFFAOYSA-N
SMILES C=12C(C=3C=CC=CC3F)=NCC(N(C1C=CC(=C2)[N+](=O)[O-])C)=O
Roles Classification
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): 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).
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.
(via benzodiazepine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 1,4-benzodiazepinone (CHEBI:35500)
flunitrazepam (CHEBI:31622) is a C-nitro compound (CHEBI:35716)
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 Sources
flunitrazepam WHO MedNet
flunitrazépam WHO MedNet
flunitrazepam WHO MedNet
flunitrazepamum WHO MedNet
Synonyms Sources
1,3-dihydro-5-(o-fluorophenyl)-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one ChemIDplus
1-methyl-7-nitro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-one ChemIDplus
5-(o-fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one ChemIDplus
flunidazepam DrugCentral
fluridrazepam DrugCentral
RO 5-4200 DrugBank
RO-5-4200 DrugBank
RO-54200 DrugBank
RO54200 ChemIDplus
Brand Names Sources
Fluninoc ChemIDplus
Flunipam ChemIDplus
Flunita ChEBI
Fluscand ChEBI
Hipnosedon DrugBank
Hypnodorm DrugBank
Hypnor ChEBI
Narcozep DrugBank
Primum ChEBI
Rohypnol KEGG DRUG
Roipnol DrugBank
Silece ChemIDplus
Valsera ChEBI
Manual Xrefs Databases
1202 DrugCentral
D01230 KEGG DRUG
DB01544 DrugBank
Flunitrazepam Wikipedia
HMDB0015510 HMDB
View more database links
Registry Numbers Types Sources
0702691 Reaxys Registry Number Reaxys
1622-62-4 CAS Registry Number ChemIDplus
1622-62-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
24 February 2020