CHEBI:5103 - flumazenil

ChEBI IDCHEBI:5103
ChEBI Nameflumazenil
Stars
DefinitionAn organic heterotricyclic compound that is 5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine which is substituted at positions 3, 5, 6, and 8 by ethoxycarbonyl, methyl, oxo, and fluoro groups, respectively. It is used as an antidote to benzodiazepine overdose.
Last Modified5 September 2018
DownloadsMolfile
FormulaC15H14FN3O3
Net Charge0
Average Mass303.293
Monoisotopic Mass303.10192
SMILESCCOC(=O)c1ncn2c1CN(C)C(=O)c1cc(F)ccc1-2
InChIInChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3
InChIKeyOFBIFZUFASYYRE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
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:
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
antidote to benzodiazepine poisoning  A role borne by a molecule that acts to counteract or neutralise the deleterious effects of benzodiazepines.
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)
flumazenil (CHEBI:5103) has role antidote to benzodiazepine poisoning (CHEBI:90757)
flumazenil (CHEBI:5103) has role GABA antagonist (CHEBI:65259)
flumazenil (CHEBI:5103) is a ethyl ester (CHEBI:23990)
flumazenil (CHEBI:5103) is a imidazobenzodiazepine (CHEBI:142118)
flumazenil (CHEBI:5103) is a organofluorine compound (CHEBI:37143)
IUPAC Name 
ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
INNs  Source
flumazenilumChemIDplus
flumazeniloChemIDplus
flumazenilChemIDplus
Brand Names  Source
AnexateDrugBank
LanexatDrugBank
Manual XrefsDatabases
C07825KEGG COMPOUND
DB01205DrugBank
D00697KEGG DRUG
FlumazenilWikipedia
HMDB0015336HMDB
LSM-4228LINCS
1195DrugCentral
Registry NumbersSources
Reaxys:4763661Reaxys
CAS:78755-81-4ChemIDplus
Citations