CHEBI:3650 - chlorpropamide

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ChEBI Name chlorpropamide
Definition An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is substituted by 4-chlorobenzenesulfonyl group and a hydrogen attached to the other nitrogen is substituted by propyl group. Chlorpropamide is a hypoglycaemic agent used in the treatment of type 2 (non-insulin-dependent) diabetes mellitus not responding to dietary modification.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:108516
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Formula C10H13ClN2O3S
Net Charge 0
Average Mass 276.74000
Monoisotopic Mass 276.03354
InChI InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14)
SMILES CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1
Roles Classification
Biological Role(s): insulin secretagogue
A secretagogue that causes the secretion of insulin.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
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ChEBI Ontology
Outgoing chlorpropamide (CHEBI:3650) has role hypoglycemic agent (CHEBI:35526)
chlorpropamide (CHEBI:3650) has role insulin secretagogue (CHEBI:90415)
chlorpropamide (CHEBI:3650) is a N-sulfonylurea (CHEBI:76983)
chlorpropamide (CHEBI:3650) is a monochlorobenzenes (CHEBI:83403)
INNs Sources
chlorpropamide ChemIDplus
chlorpropamide WHO MedNet
chlorpropamidum ChemIDplus
clorpropamida ChemIDplus
Synonyms Sources
1-(p-chlorobenzenesulfonyl)-3-propylurea NIST Chemistry WebBook
1-(p-chlorophenylsulfonyl)-3-propylurea NIST Chemistry WebBook
1-propyl-3-(p-chlorobenzenesulfonyl)urea NIST Chemistry WebBook
4-chloro-N-((propylamino)carbonyl)benzenesulfonamide ChEMBL
4-chloro-N-[(propylamino)carbonyl]benzenesulfonamide ChEMBL
N-(4-chlorophenylsulfonyl)-N'-propylurea NIST Chemistry WebBook
N-(p-chlorobenzenesulfonyl)-N'-propylurea NIST Chemistry WebBook
n-propyl-N'-(p-chlorobenzenesulfonyl)urea NIST Chemistry WebBook
n-propyl-N'-p-chlorophenylsulfonylcarbamide NIST Chemistry WebBook
Manual Xrefs Databases
622 DrugCentral
Chlorpropamide Wikipedia
DB00672 DrugBank
GB853555 Patent
HMDB0014810 HMDB
US3349124 Patent
View more database links
Registry Numbers Types Sources
2218363 Reaxys Registry Number Reaxys
2218363 Beilstein Registry Number Beilstein
94-20-2 CAS Registry Number KEGG DRUG
94-20-2 CAS Registry Number NIST Chemistry WebBook
94-20-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10891117 PubMed citation ChEMBL
2657066 PubMed citation ChEMBL
3806586 PubMed citation ChEMBL
Last Modified
22 February 2017