CHEBI:9613 - tolazamide

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ChEBI Name tolazamide
ChEBI ID CHEBI:9613
Definition An N-sulfonylurea that is 1-tosylurea in which a hydrogen attached to the nitrogen at position 3 is replaced by an azepan-1-yl group. A hypoglycemic agent, it is used for the treatment of type 2 diabetes mellitus.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H21N3O3S
Net Charge 0
Average Mass 311.40000
Monoisotopic Mass 311.130
InChI InChI=1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18)
InChIKey OUDSBRTVNLOZBN-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)S(=O)(=O)NC(=O)NN1CCCCCC1
Roles Classification
Biological Role(s): potassium channel blocker
An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
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ChEBI Ontology
Outgoing tolazamide (CHEBI:9613) has role hypoglycemic agent (CHEBI:35526)
tolazamide (CHEBI:9613) has role potassium channel blocker (CHEBI:50509)
tolazamide (CHEBI:9613) is a N-sulfonylurea (CHEBI:76983)
IUPAC Name
N-(azepan-1-ylcarbamoyl)-4-methylbenzenesulfonamide
INNs Sources
tolazamida WHO MedNet
tolazamide WHO MedNet
tolazamide WHO MedNet
tolazamidum WHO MedNet
Synonyms Sources
1-(hexahydro-1-azepinyl)-3-p-tolylsulfonylurea ChemIDplus
1-(hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)urea ChemIDplus
4-(p-tolylsulfonyl)-1,1-hexamethylenesemicarbazide ChemIDplus
BRN 1323565 ChemIDplus
CCRIS 591 ChemIDplus
EINECS 214-588-3 ChemIDplus
N-(p-toluenesulfonyl)-N'-hexamethyleniminourea ChemIDplus
N-{[(hexahydro-1H-azepin-1-yl)-amino]carbonyl}-4-methylbenzenesulfonamide ChemIDplus
U 17835 ChemIDplus
U-17835 ChemIDplus
Brand Names Sources
Diabewas ChemIDplus
Norglycin ChemIDplus
Tolinase KEGG DRUG
Manual Xrefs Databases
2694 DrugCentral
D00379 KEGG DRUG
DB00839 DrugBank
GB887886 Patent
HMDB0014977 HMDB
LSM-2699 LINCS
Tolazamide Wikipedia
View more database links
Registry Numbers Types Sources
1156-19-0 CAS Registry Number KEGG DRUG
1156-19-0 CAS Registry Number NIST Chemistry WebBook
1156-19-0 CAS Registry Number ChemIDplus
1323565 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15901207 PubMed citation Europe PMC
8237731 PubMed citation Europe PMC
Last Modified
22 February 2017