CHEBI:59514 - cinolazepam

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ChEBI Name cinolazepam
ChEBI ID CHEBI:59514
Definition A 1,4-benzodiazepinone compound having a 2-cyanoethyl substituent at the 1-position, a hydroxy substituent at the 3-position, a 2-fluorophenyl group at the 5-position and a chloro substituent at the 7-position, it has general properties similar to those of diazepam and has been used for the short-term management of sleep disorders.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H13ClFN3O2
Net Charge 0
Average Mass 357.76600
Monoisotopic Mass 357.068
InChI InChI=1S/C18H13ClFN3O2/c19-11-6-7-15-13(10-11)16(12-4-1-2-5-14(12)20)22-17(24)18(25)23(15)9-3-8-21/h1-2,4-7,10,17,24H,3,9H2
InChIKey XAXMYHMKTCNRRZ-UHFFFAOYSA-N
SMILES OC1N=C(c2ccccc2F)c2cc(Cl)ccc2N(CCC#N)C1=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): anticonvulsant
A drug used to prevent seizures or reduce their severity.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
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 cinolazepam (CHEBI:59514) has role anticonvulsant (CHEBI:35623)
cinolazepam (CHEBI:59514) has role sedative (CHEBI:35717)
cinolazepam (CHEBI:59514) is a 1,4-benzodiazepinone (CHEBI:35500)
cinolazepam (CHEBI:59514) is a organochlorine compound (CHEBI:36683)
IUPAC Name
3-[7-chloro-5-(2-fluorophenyl)-3-hydroxy-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]propanenitrile
INNs Sources
cinolazepam KEGG DRUG
cinolazepamum ChemIDplus
Synonyms Sources
1-(2-cyanoethyl)-7-chloro-3-hydroxy-5-(2'-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one ChEBI
7-chloro-5-(2-fluorophenyl)-2,3-dihydro-3-hydroxy-2-oxo-1H-1,4-benzodiazepine-1-propanenitrile ChEBI
7-chloro-5-(o-fluorophenyl)-2,3-dihydro-3-hydroxy-2-oxo-1H-1,4-benzodiazepine-1-propionitrile ChemIDplus
Manual Xrefs Databases
656 DrugCentral
D07328 KEGG DRUG
DB01594 DrugBank
DE2950235 Patent
US4388313 Patent
View more database links
Registry Numbers Types Sources
5359831 Beilstein Registry Number Beilstein
75696-02-5 CAS Registry Number ChemIDplus
75696-02-5 CAS Registry Number KEGG DRUG
Last Modified
22 February 2017