Glibenclamide

Glibenclamide
Clinical data
Trade names	Diabeta, Glynase, Micronase, others
Other names	Glyburide (USAN US)
AHFS/Drugs.com	Monograph
MedlinePlus	a684058
License data	US DailyMed: Glyburide; US FDA: Glyburide;
Pregnancy; category	AU: C;
Routes of; administration	By mouth
ATC code	A10BB01 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Protein binding	Extensive
Metabolism	Liver hydroxylation (CYP2C9-mediated)
Elimination half-life	10 hours
Excretion	Kidney and bile duct
Identifiers
	IUPAC name 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl); phenyl]ethyl]-2-methoxybenzamide;
CAS Number	10238-21-8 ;
PubChem CID	3488;
IUPHAR/BPS	2414;
DrugBank	DB01016 ;
ChemSpider	3368 ;
UNII	SX6K58TVWC;
KEGG	D00336 ;
ChEBI	CHEBI:5441 ;
ChEMBL	ChEMBL472 ;
CompTox Dashboard (EPA)	DTXSID0037237 ;
ECHA InfoCard	100.030.505
Chemical and physical data
Formula	C23H28ClN3O5S
Molar mass	494.00 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	169 to 170 °C (336 to 338 °F)
	SMILES O=C(NC1CCCCC1)NS(=O)(=O)c2ccc(cc2)CCNC(=O)c3cc(Cl)ccc3OC;
	InChI InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29) ; Key:ZNNLBTZKUZBEKO-UHFFFAOYSA-N ;
	(verify)

Glibenclamide, also known as glyburide, is an antidiabetic medication used to treat type 2 diabetes. It is recommended that it be taken together with diet and exercise. It may be used with other antidiabetic medication. It is not recommended for use by itself in type 1 diabetes. It is taken by mouth.

Common side effects include nausea and heartburn. Serious side effects may include angioedema and low blood sugar. It is generally not recommended during pregnancy but can be used during breastfeeding. It is in the sulfonylureas class of medications and works by increasing the release of insulin from the pancreas.

Glibenclamide was discovered in 1969 and approved for medical use in the United States in 1984. It is available as a generic medication. In 2022, it was the 200th most commonly prescribed medication in the United States, with more than 2 million prescriptions.

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