clobazam (CHEBI:31413)

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ChEBI Name	clobazam

ChEBI ID	CHEBI:31413

Definition	7-Chloro-1H-1,5-benzodiazepine-2,4(3H,5H)-dione in which the hydrogen attached to the nitrogen at position 1 is substituted by a methyl group, whilst that attached to the other nitrogen is substituted by a phenyl group. It is used for the short-term management of acute anxiety and as an adjunct in the treatment of epilepsy in association with other antiepileptics.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:211390

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Formula

C16H13ClN2O2

Net Charge

Average Mass

300.74000

Monoisotopic Mass

300.06656

InChI

InChI=1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3

InChIKey

CXOXHMZGEKVPMT-UHFFFAOYSA-N

SMILES

CN1C(=O)CC(=O)N(c2ccccc2)c2cc(Cl)ccc12

Roles Classification
Biological Role(s):	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):	anticonvulsant A drug used to prevent seizures or reduce their severity. 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 )

ChEBI Ontology
Outgoing	clobazam (CHEBI:31413) has role anticonvulsant (CHEBI:35623) clobazam (CHEBI:31413) has role anxiolytic drug (CHEBI:35474) clobazam (CHEBI:31413) has role GABA modulator (CHEBI:50268) clobazam (CHEBI:31413) is a 1,4-benzodiazepinone (CHEBI:35500) clobazam (CHEBI:31413) is a organochlorine compound (CHEBI:36683)

IUPAC Name

7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

Synonyms	Sources
1-phenyl-5-methyl-8-chloro-1,2,4,5-tetrahydro-2,4-dioxo-3H-1,5-benzodiazepine	ChemIDplus
7-Chloro-1-methyl-5-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione	ChEMBL
CLOBAZAM	ChEMBL

Last Modified

22 February 2017