Chlorpropamide

Chlorpropamide

Clinical data
Trade names	Diabinese
AHFS/Drugs.com	Monograph
MedlinePlus	a682479
License data	US FDA: Chlorpropamide
Pregnancy category	AU: C
Routes of administration	Oral
ATC code	A10BB02 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	>90%
Protein binding	90%
Metabolism	<1%
Elimination half-life	36 hours
Excretion	Renal (glomerular filtration → reabsorption → tubular secretion)
Identifiers
IUPAC name 4-chloro-N-(propylcarbamoyl)benzenesulfonamide
CAS Number	94-20-2 Y
PubChem CID	2727
IUPHAR/BPS	6801
DrugBank	DB00672 Y
ChemSpider	2626 Y
UNII	WTM2C3IL2X
KEGG	D00271 Y
ChEBI	CHEBI:3650 Y
ChEMBL	ChEMBL498 Y
CompTox Dashboard (EPA)	DTXSID9020322
ECHA InfoCard	100.002.104
Chemical and physical data
Formula	C10H13ClN2O3S
Molar mass	276.74 g·mol−1
3D model (JSmol)	Interactive image
Melting point	126 to 130 °C (259 to 266 °F)
SMILES O=S(=O)(c1ccc(Cl)cc1)NC(=O)NCCC
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) Y Key:RKWGIWYCVPQPMF-UHFFFAOYSA-N Y
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Chlorpropamide is an antidiabetic drug, belonging to the sulfonylurea class of organic compounds. It is used to treat diabetes mellitus type 2. It is a long-acting first-generation sulfonylurea.