G0639

Glybenclamide

≥99% (HPLC)

• Synonyme(s) : 5-Chloro-N-[4-(cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide, Glyburide, N-p-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzenesulfonyl-N′-cyclohexylurea
• Formule empirique (notation de Hill): C₂₃H₂₈ClN₃O₅S
• Numéro CAS: 10238-21-8
• Poids moléculaire : 494.00
• Numéro CE : 233-570-6
• Numéro MDL: MFCD00056625
• Code UNSPSC : 12352200
• ID de substance PubChem : 57654199
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥99% (HPLC)
• Solubilité: ethanol: 2 mg/mL; DMSO: soluble; H₂O: insoluble
• Auteur: Roche
• Température de stockage: 2-8°C
• Chaîne SMILES: COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3
• 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)
• Clé InChI: ZNNLBTZKUZBEKO-UHFFFAOYSA-N
• Informations sur le gène: human ... ABCC8(6833) , KCNH2(3757) , KCNJ1(3758) , KCNJ11(3767) ; rat ... Kcnj1(24521)

Description

Application

Glybenclamide has been used:

• as a positive control oral hypoglycemic drug to study the hypoglycemic effects of Chlorella in streptozotocin-induced diabetic mice
• as a K+ATP channel antagonist in canine with induced acute hypoxia
• as an inhibitor of cystic fibrosis transmembrane conductance regulator (CFTR) channel in fetal distal lung epithelial (FDLE) cells

Actions biochimiques/physiologiques

Glybenclamide is a sulfonylurea class of antidiabetic drug used in the treatment of type 2 diabetes mellitus. It has benzamide moiety and stimulates pancreatic β cells to produce insulin resulting in a hypoglycemic effect. It selectively blocks ATP-sensitive K⁺ channels in the brain with high-affinity binding sites and elicits cardiovascular effects. It may be a potential therapeutic for thromboembolic disorders due to its in vivo antiplatelet functionality. Glybenclamide traverses to the ischemic brain and provides neuroprotection especially during the early stages of stroke.

Selectively blocks ATP-sensitive K⁺ channels; high affinity binding sites found in brain, pancreatic β cells, and cardiovascular system.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Chloride Channels and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Informations sur la sécurité

• Mentions de danger: H413
• Conseils de prudence: P273 - P501
• Classification des risques: Aquatic Chronic 4
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)