CHEBI:6931 - midazolam

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ChEBI Name midazolam
ChEBI ID CHEBI:6931
Definition An imidazobenzodiazepine that is 4H-imidazo[1,5-a][1,4]benzodiazepine which is substituted by a methyl, 2-fluorophenyl and chloro groups at positions 1, 6 and 8, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H13ClFN3
Net Charge 0
Average Mass 325.768
Monoisotopic Mass 325.078
InChI InChI=1S/C18H13ClFN3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3
InChIKey DDLIGBOFAVUZHB-UHFFFAOYSA-N
SMILES C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)C)C=4C=CC=CC4F
Roles Classification
Biological Role(s): GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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): GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
general anaesthetic
Substance that produces loss of consciousness.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
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 midazolam (CHEBI:6931) has role anticonvulsant (CHEBI:35623)
midazolam (CHEBI:6931) has role antineoplastic agent (CHEBI:35610)
midazolam (CHEBI:6931) has role anxiolytic drug (CHEBI:35474)
midazolam (CHEBI:6931) has role apoptosis inducer (CHEBI:68495)
midazolam (CHEBI:6931) has role central nervous system depressant (CHEBI:35488)
midazolam (CHEBI:6931) has role GABAA receptor agonist (CHEBI:91016)
midazolam (CHEBI:6931) has role general anaesthetic (CHEBI:38869)
midazolam (CHEBI:6931) has role muscle relaxant (CHEBI:51371)
midazolam (CHEBI:6931) has role sedative (CHEBI:35717)
midazolam (CHEBI:6931) is a imidazobenzodiazepine (CHEBI:142118)
midazolam (CHEBI:6931) is a monofluorobenzenes (CHEBI:83575)
midazolam (CHEBI:6931) is a organochlorine compound (CHEBI:36683)
Incoming midazolam hydrochloride (CHEBI:6932) has part midazolam (CHEBI:6931)
IUPAC Name
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
INNs Sources
midazolam WHO MedNet
midazolam WHO MedNet
midazolam WHO MedNet
midazolamum WHO MedNet
Synonym Source
mezolam DrugCentral
Brand Names Sources
Buccolam KEGG DRUG
Dormicum KEGG DRUG
Manual Xrefs Databases
08J PDBeChem
1802 DrugCentral
C07524 KEGG COMPOUND
CPD-20500 MetaCyc
D00550 KEGG DRUG
DB00683 DrugBank
HMDB0014821 HMDB
LSM-5200 LINCS
Midazolam Wikipedia
View more database links
Registry Numbers Types Sources
59467-70-8 CAS Registry Number ChemIDplus
59467-70-8 CAS Registry Number NIST Chemistry WebBook
625572 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1832310 PubMed citation Europe PMC
26032507 PubMed citation Europe PMC
28706559 PubMed citation Europe PMC
29516686 PubMed citation Europe PMC
30076807 PubMed citation Europe PMC
30113394 PubMed citation Europe PMC
30157038 PubMed citation Europe PMC
Last Modified
06 September 2018