Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C23H28ClN3O5S
CAS Number:
Molecular Weight:
494.00
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
233-570-6
MDL number:
Assay:
≥99% (HPLC)
Quality level:
Product Name
Glybenclamide, ≥99% (HPLC)
Quality Level
assay
≥99% (HPLC)
solubility
ethanol: 2 mg/mL, DMSO: soluble, H2O: insoluble
originator
Roche
storage temp.
2-8°C
SMILES string
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)
InChI key
ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Gene Information
human ... ABCC8(6833), KCNH2(3757), KCNJ1(3758), KCNJ11(3767)
rat ... Kcnj1(24521)
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
Biochem/physiol Actions
Selectively blocks ATP-sensitive K+ channels; high affinity binding sites found in brain, pancreatic β cells, and cardiovascular system.
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.
Features and Benefits
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.
Still not finding the right product?
Explore all of our products under Glybenclamide
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
A Chrabi et al.
The Journal of pharmacology and experimental therapeutics, 290(1), 341-347 (1999-06-25)
The amiloride-sensitive epithelial sodium channel (ENaC) contributes to the regulation of the sodium balance and blood pressure because it mediates a rate-limiting step in sodium transport across the epithelium of the distal nephron. The activity of ENaC is regulated by
ATP-dependent potassium channel blockade strengthens microglial neuroprotection after hypoxia-ischemia in rats
Ortega FJ, et al.
Experimental neurology, 235(1), 282-296 (2012)
Potential hypoglycemic effects of Chlorella in streptozotocin-induced diabetic mice
Jong-Yuh C and Mei-Fen S
Life Sciences, 77(9), 980-990 (2005)