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CHEBI:31248 - azosemide

ChEBI IDCHEBI:31248
ChEBI Nameazosemide
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H11ClN6O2S2
Net Charge0
Average Mass370.847
Monoisotopic Mass370.00734
SMILESNS(=O)(=O)c1cc(-c2nnnn2)c(NCc2cccs2)cc1Cl
InChIInChI=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)
InChIKeyHMEDEBAJARCKCT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Application:
loop diuretic  A diuretic that acts on the ascending loop of Henle in the kidney.
ChEBI Ontology
Outgoing Relation(s)
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  Source
azosemideKEGG DRUG
azosemidaChemIDplus
azosemidumChemIDplus
azosémideWHO MedNet
Synonyms  Source
2-chloro-5-(1H-tetrazol-5-yl)-N4-2-thenylsulfanilamideChemIDplus
DiartKEGG DRUG
5-(4'-chloro-5'-sulfamoyl-2'-thenylaminophenyl)tetrazoleChemIDplus
Manual XrefsDatabases
D01323KEGG DRUG
DE1815922Patent
US3665002Patent
AzosemideWikipedia
278DrugCentral
Registry NumbersSources
Beilstein:1178491Beilstein
CAS:27589-33-9KEGG COMPOUND
CAS:27589-33-9ChemIDplus
Citations