CHEBI:49575 - diazepam

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ChEBI Name diazepam
ChEBI ID CHEBI:49575
Definition A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a methyl group at position 1 and a phenyl group at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:49574, CHEBI:4494
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Formula C16H13ClN2O
Net Charge 0
Average Mass 284.74000
Monoisotopic Mass 284.072
InChI InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
InChIKey AAOVKJBEBIDNHE-UHFFFAOYSA-N
SMILES CN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc12
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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): 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.
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 diazepam (CHEBI:49575) has role anticonvulsant (CHEBI:35623)
diazepam (CHEBI:49575) has role anxiolytic drug (CHEBI:35474)
diazepam (CHEBI:49575) has role environmental contaminant (CHEBI:78298)
diazepam (CHEBI:49575) has role sedative (CHEBI:35717)
diazepam (CHEBI:49575) has role xenobiotic (CHEBI:35703)
diazepam (CHEBI:49575) is a 1,4-benzodiazepinone (CHEBI:35500)
diazepam (CHEBI:49575) is a organochlorine compound (CHEBI:36683)
Incoming fludiazepam (CHEBI:31618) has functional parent diazepam (CHEBI:49575)
Synonyms Sources
7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one NIST Chemistry WebBook
Diazepam KEGG COMPOUND
methyl diazepinone ChemIDplus
Valium ChemIDplus
Database Links Databases
852 DrugCentral
C06948 KEGG COMPOUND
D00293 KEGG DRUG
DB00829 DrugBank
Diazepam Wikipedia
DZP PDBeChem
HMDB0014967 HMDB
LSM-2359 LINCS
View more database links
Registry Numbers Types Sources
124061 Gmelin Registry Number Gmelin
439-14-5 CAS Registry Number ChemIDplus
439-14-5 CAS Registry Number NIST Chemistry WebBook
754371 Beilstein Registry Number Beilstein
754371 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11925051 PubMed citation Europe PMC
16365514 PubMed citation Europe PMC
16780966 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag