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Merck
모든 사진(1)

문서

G0639

Sigma-Aldrich

Glybenclamide

≥99% (HPLC)

동의어(들):

5-Chloro-N-[4-(cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide, Glyburide, N-p-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzenesulfonyl-N′-cyclohexylurea

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About This Item

실험식(Hill 표기법):
C23H28ClN3O5S
CAS Number:
Molecular Weight:
494.00
EC Number:
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

분석

≥99% (HPLC)

solubility

ethanol: 2 mg/mL
DMSO: soluble
H2O: insoluble

주관자

Roche

저장 온도

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

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애플리케이션

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

생화학적/생리학적 작용

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.

특징 및 장점

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.

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Potential hypoglycemic effects of Chlorella in streptozotocin-induced diabetic mice
Jong-Yuh C and Mei-Fen S
Life Sciences, 77(9), 980-990 (2005)
Hypoglycaemic Effect of Glibenclamide: A Critical Study on the Basis of Creatinine and Lipid Peroxidation Status of Streptozotocin-induced Diabetic Rat
Sreejesh PG, et al.
Indian Journal of Pharmaceutical Sciences, 79(5), 768-777 (2017)
Glybenclamide: an antidiabetic with in vivo antithrombotic activity
Ting HJ and Khasawneh FT
European Journal of Pharmacology, 649(1-3), 249-254 (2010)
The effects of levosimendan and glibenclamide on circulatory and metabolic variables in a canine model of acute hypoxia
Schwarte LA, et al.
Intensive Care Medicine, 37(4), 701-710 (2011)
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

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