CHEBI:4495 - diazoxide

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ChEBI Name diazoxide
ChEBI ID CHEBI:4495
Definition A benzothiadiazine that is the S,S-dioxide of 2H-1,2,4-benzothiadiazine which is substituted at position 3 by a methyl group and at position 7 by chlorine. A peripheral vasodilator, it increases the concentration of glucose in the plasma and inhibits the secretion of insulin by the β- cells of the pancreas. It is used orally in the management of intractable hypoglycaemia and intravenously in the management of hypertensive emergencies.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6046
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Formula C8H7ClN2O2S
Net Charge 0
Average Mass 230.67100
Monoisotopic Mass 229.992
InChI InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)
InChIKey GDLBFKVLRPITMI-UHFFFAOYSA-N
SMILES CC1=Nc2ccc(Cl)cc2S(=O)(=O)N1
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
K-ATP channel agonist
A compound which acts as an agonist at the ATP-sensitive K+ channel.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing diazoxide (CHEBI:4495) has role β-adrenergic agonist (CHEBI:35522)
diazoxide (CHEBI:4495) has role antihypertensive agent (CHEBI:35674)
diazoxide (CHEBI:4495) has role bronchodilator agent (CHEBI:35523)
diazoxide (CHEBI:4495) has role cardiotonic drug (CHEBI:38147)
diazoxide (CHEBI:4495) has role diuretic (CHEBI:35498)
diazoxide (CHEBI:4495) has role K-ATP channel agonist (CHEBI:64338)
diazoxide (CHEBI:4495) has role sodium channel blocker (CHEBI:38633)
diazoxide (CHEBI:4495) has role sympathomimetic agent (CHEBI:35524)
diazoxide (CHEBI:4495) has role vasodilator agent (CHEBI:35620)
diazoxide (CHEBI:4495) is a benzothiadiazine (CHEBI:50265)
diazoxide (CHEBI:4495) is a organochlorine compound (CHEBI:36683)
diazoxide (CHEBI:4495) is a sulfone (CHEBI:35850)
IUPAC Name
7-chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
INNs Sources
diazoxide ChemIDplus
diazoxido ChemIDplus
diazoxidum ChemIDplus
Synonyms Sources
Diazossido ChemIDplus
Diazoxide KEGG COMPOUND
Brand Name Source
Eudemine DrugBank
Database Links Databases
854 DrugCentral
C06949 KEGG COMPOUND
D00294 KEGG DRUG
DB01119 DrugBank
DE723278 Patent
Diazoxide Wikipedia
HMDB0015251 HMDB
LSM-3639 LINCS
US2986573 Patent
US3345365 Patent
View more database links
Registry Numbers Types Sources
364-98-7 CAS Registry Number ChemIDplus
523907 Beilstein Registry Number Beilstein
523907 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11014217 PubMed citation Europe PMC
12039709 PubMed citation Europe PMC
15319354 PubMed citation Europe PMC
16740260 PubMed citation Europe PMC
16777075 PubMed citation Europe PMC
18191077 PubMed citation Europe PMC
20828743 PubMed citation Europe PMC
20950601 PubMed citation Europe PMC
21538163 PubMed citation Europe PMC
21693179 PubMed citation Europe PMC
22047130 PubMed citation Europe PMC
Last Modified
22 February 2017