CHEBI:31248 - azosemide

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ChEBI Name azosemide
ChEBI ID CHEBI:31248
Definition A sulfonamide that is benzenesulfonamide which is substituted at positions 2, 4, and 5 by chlorine, (2-thienylmethyl)amino and 1H-tetrazol-5-yl groups, respectively. It is a diuretic that has been used in the management of oedema and hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H11ClN6O2S2
Net Charge 0
Average Mass 370.83800
Monoisotopic Mass 370.007
InChI InChI=1S/C12H11ClN6O2S2/c13-9-5-10(15-6-7-2-1-3-22-7)8(12-16-18-19-17-12)4-11(9)23(14,20)21/h1-5,15H,6H2,(H2,14,20,21)(H,16,17,18,19)
InChIKey HMEDEBAJARCKCT-UHFFFAOYSA-N
SMILES NS(=O)(=O)c1cc(-c2nnn[nH]2)c(NCc2cccs2)cc1Cl
Roles Classification
Application(s): loop diuretic
A diuretic that acts on the ascending loop of Henle in the kidney.
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ChEBI Ontology
Outgoing azosemide (CHEBI:31248) has role loop diuretic (CHEBI:77608)
azosemide (CHEBI:31248) is a monochlorobenzenes (CHEBI:83403)
azosemide (CHEBI:31248) is a sulfonamide (CHEBI:35358)
azosemide (CHEBI:31248) is a tetrazoles (CHEBI:35689)
azosemide (CHEBI:31248) is a thiophenes (CHEBI:26961)
IUPAC Name
2-chloro-5-(1H-tetrazol-5-yl)-4-[(thiophen-2-ylmethyl)amino]benzenesulfonamide
INNs Sources
azosemida ChemIDplus
azosémide WHO MedNet
azosemide KEGG DRUG
azosemidum ChemIDplus
Synonyms Sources
2-chloro-5-(1H-tetrazol-5-yl)-N4-2-thenylsulfanilamide ChemIDplus
5-(4'-chloro-5'-sulfamoyl-2'-thenylaminophenyl)tetrazole ChemIDplus
Diart KEGG DRUG
Manual Xrefs Databases
278 DrugCentral
Azosemide Wikipedia
D01323 KEGG DRUG
DE1815922 Patent
US3665002 Patent
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Registry Numbers Types Sources
1178491 Beilstein Registry Number ChemIDplus
27589-33-9 CAS Registry Number KEGG COMPOUND
27589-33-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14520682 PubMed citation Europe PMC
1563700 PubMed citation Europe PMC
428188 PubMed citation Europe PMC
512891 PubMed citation Europe PMC
6617067 PubMed citation Europe PMC
8785379 PubMed citation Europe PMC
Last Modified
22 February 2017