CHEBI:3650 - chlorpropamide

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ChEBI Name chlorpropamide
ChEBI ID CHEBI:3650
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 276.034
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)
InChIKey RKWGIWYCVPQPMF-UHFFFAOYSA-N
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
CHLORPROPAMIDE 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
D00271 KEGG DRUG
DB00672 DrugBank
GB853555 Patent
HMDB0014810 HMDB
LSM-6695 LINCS
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