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Key Documents

356310

Sigma-Aldrich

Glyburide

A sulfonylurea that selectively blocks ATP-sensitive K+ channels.

Synonym(s):

Glyburide, Glybenclamide

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About This Item

Empirical Formula (Hill Notation):
C23H28ClN3O5S
CAS Number:
Molecular Weight:
494.00
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 25 mg/mL
ethanol: 5 mg/mL

shipped in

ambient

storage temp.

10-30°C

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

General description

A sulfonylurea that selectively blocks ATP-sensitive K+ channels. Reduced K+ conductance causes membrane depolarization and influx of Ca2+ through voltage sensitive Ca2+ channels. Blocks vascular smooth muscle relaxation produced by KATP channel openers. Inhibits the vasorelaxing effects of nitric oxide.
Antidiabetic sulfonylurea that selectively blocks ATP-sensitive K+ channels. Reduced K+ conductance causes membrane depolarization and influx of Ca2+ through voltage sensitive Ca2+ channels. Blocks vascular smooth muscle relaxation produced by KATP channel openers. High-affinity binding sites are widely distributed and have been identified in the cardiovascular system, the central nervous system, and pancreatic β-cells. In cultured cells, glyburide enhances insulin action and stimulates the synthesis of glucose transporters. Displays large potency difference in action on pancreatic tissue (IC50 in nM range) and vascular tissue (IC50 in µM range).

Biochem/physiol Actions

Cell permeable: no
Primary Target
ATP-sensitive K+ channels
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Holzmann, S., et al. 1992. Eur. J. Pharmacol.215, 1.
Rabuazzo, A.M., et al. 1992. Endocrinology131, 1815.
Miller, J.A., et al. 1991. J. Pharmacol. Exp. Ther.256, 358.
Jacobs, D.R., et al. 1989. Diabetes 38, 205.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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