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Glibenclamide
Glibenclamide
Synonyms Glybenclamide, Glyburide (USAN), HB-419, U-26452
Brand names Daonil, DiaBeta, Glimel, Glynase
IUPAC name

IUPAC name
5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
ChemSpider

3368

DrugBank

DB01016

PubChem

3488

PDB fields

N/A

Formula

C23H28ClN3O5S

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)
InChIKey
InChIKey
ZNNLBTZKUZBEKO-UHFFFAOYSA-N
SMILES
SMILES
COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
(Jmol 3D structure)
Mol. mass

494.0035 g/mol

Glibenclamide is a second-generation sulfonylurea (SGS), that is purported to have a higher potential for inducing hypoglycaemia than other SGSs because of its long half-life and is used primarily in the treatment of type 2 diabetes mellitus,[1] although clinical experience does exist with its use in the treatment of permanent neonatal diabetes mellitus (PNDM) caused by defects in the genes encoding the ATP-sensitive potassium channel and its components.[2] It is also older than most other SGS agents.[3]

External linksEdit

Reference listEdit

  1. Brayfield, A, ed. (16 September 2013). "Sulfonylureas Antidiabetics". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 1 October 2014. 
  2. Pearson, ER; Flechtner, I; Njølstad, PR; Malecki, MT; Flanagan, SE; Larkin, B; Ashcroft, FM; Klimes, I; Codner, E; Iotova, V; Slingerland, AS; Shield, J; Robert, JJ; Holst, JJ; Clark, PM; Ellard, S; Søvik, O; Polak, M; Hattersley, AT; Neonatal Diabetes International Collaborative Group (August 2006). "Switching from insulin to oral sulfonylureas in patients with diabetes due to Kir6.2 mutations.". The New England Journal of Medicine 355 (5): 467–77. PMID 16885550. doi:10.1056/NEJMoa061759. 
  3. "Second Generation Sulfonylureas". LiverTox. Bethesda, USA: U.S. National Library of Medicine. 10 September 2014. Retrieved 1 October 2014. 

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