CHEBI:3761 - clorazepic acid

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ChEBI Name clorazepic acid
ChEBI ID CHEBI:3761
Definition A 1,4-benzodiazepinone in which the oxo group is at position 2, and which is substituted at positions 3, 5, and 7 by carboxy, phenyl and chloro groups, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H11ClN2O3
Net Charge 0
Average Mass 314.72300
Monoisotopic Mass 314.046
InChI InChI=1S/C16H11ClN2O3/c17-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)19-14(16(21)22)15(20)18-12/h1-8,14H,(H,18,20)(H,21,22)
InChIKey XDDJGVMJFWAHJX-UHFFFAOYSA-N
SMILES OC(=O)C1N=C(c2ccccc2)c2cc(Cl)ccc2NC1=O
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): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing clorazepic acid (CHEBI:3761) has role anticonvulsant (CHEBI:35623)
clorazepic acid (CHEBI:3761) has role anxiolytic drug (CHEBI:35474)
clorazepic acid (CHEBI:3761) has role GABA modulator (CHEBI:50268)
clorazepic acid (CHEBI:3761) has role prodrug (CHEBI:50266)
clorazepic acid (CHEBI:3761) is a 1,4-benzodiazepinone (CHEBI:35500)
clorazepic acid (CHEBI:3761) is conjugate acid of clorazepic acid anion (CHEBI:59590)
Incoming clorazepic acid anion (CHEBI:59590) is conjugate base of clorazepic acid (CHEBI:3761)
IUPAC Name
7-chloro-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepine-3-carboxylic acid
Synonyms Sources
7-chloro-2,3-dihydro-2,2-dihydroxy-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid ChemIDplus
Clorazepate KEGG COMPOUND
Clorazepic acid KEGG COMPOUND
Database Links Databases
711 DrugCentral
C06921 KEGG COMPOUND
Clorazepate Wikipedia
DB00628 DrugBank
NL6507637 Patent
US3516988 Patent
View more database links
Registry Numbers Types Sources
23887-31-2 CAS Registry Number KEGG COMPOUND
23887-31-2 CAS Registry Number ChemIDplus
757058 Beilstein Registry Number Beilstein
Last Modified
22 February 2017
General Comment
2011-01-10 A long-acting benzodiazepine, clorazepic acid is a prodrug for nordazepam and is used as its potassium salt for the management of anxiety disorders, for the short-term relief of anxiety, as adjunctive therapy in the management of epilepsy, and for the symptomatic relief of acute alcohol withdrawal.