356310

Glyburide

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

• Synonym(e): Glyburide, Glybenclamide
• Empirische Formel (Hill-System): C₂₃H₂₈ClN₃O₅S
• CAS-Nummer: 10238-21-8
• Molekulargewicht: 494.00
• MDL-Nummer: MFCD00056625
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (TLC)
• Form: solid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze
• Farbe: white
• Löslichkeit: DMSO: 25 mg/mL; ethanol: 5 mg/mL
• Versandbedingung: ambient
• Lagertemp.: 10-30°C
• SMILES String: [S](=O)(=O)(NC(=O)NC3CCCCC3)c1ccc(cc1)CCNC(=O)c2c(ccc(c2)Cl)OC
• 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: ZNNLBTZKUZBEKO-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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 K_ATP 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 K_ATP 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. Wirkung

Cell permeable: no

Primary Target
ATP-sensitive K+ channels

Product does not compete with ATP.

Reversible: no

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

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

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Sicherheitshinweise

• H-Sätze: H413
• P-Sätze: P273 - P501
• Gefahreneinstufungen: Aquatic Chronic 4
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable