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Glyburide (USP)

AG-CR1-3613-G001 1 g INQ
AG-CR1-3613-G005 5 g INQ
AG-CR1-3613-G010 10 g INQ
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Additional Information

Product Data
Synonyms Diabeta; Glibenclamide
Properties
Formula C23H28ClN3O5S
MW 494.0
Merck Index 14: 4478
CAS 10238-21-8
Purity ≥98%
Appearance White to off-white solid.
Solubility Soluble in DMSO. Slightly soluble (<1mg/ml) in ethanol (gentle warming).
InChi Key ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
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Product Description

  • Antidiabetic compound.
  • Binds to and activates the ATP-sensitive potassium channels (KATP) inhibitory regulatory subunit sulfonylurea receptor 1 (SUR1).
  • Causes cell membrane depolarization and opening of voltage-dependent calcium channel.
  • Increases intracellular calcium and stimulates insulin secretion in β cells
  • NLRP3 inflammasome inhibitor.
  • Broad-spectrum ATP-binding cassette (ABC) transporter inhibitor.
  • Shown to have anti-leishmanial activity.
  • Potential inhibitor of collagenases.

Product References

  1. Glyburide: a second-generation sulfonylurea hypoglycemic agent. History, chemistry, metabolism, pharmacokinetics, clinical use and adverse effects: J.M. Feldman; Pharmacotherapy 5, 43 (1985)
  2. The receptor for antidiabetic sulfonylureas controls the activity of the ATP-modulated K+ channel in insulin-secreting cells: H. Schmid-Antomarchi, et al.; J. Biol. Chem. 262, 15840 (1987)
  3. Antidiabetic sulfonylureas control action potential properties in heart cells via high affinity receptors that are linked to ATP-dependent K+ channels: M. Fosset, et al.; J. Biol. Chem. 263, 7933 (1988)
  4. Sensitivity of a renal K+ channel (ROMK2) to the inhibitory sulfonylurea compound glibenclamide is enhanced by coexpression with the ATP-binding cassette transporter cystic fibrosis transmembrane regulator: C.M. McNicholas, et al.; PNAS 93, 8083 (1996)
  5. The sulphonylurea glibenclamide inhibits multidrug resistance protein (MRP1) activity in human lung cancer cells: L. Payen, et al.; Br. J. Pharmacol. 132, 778 (2001)
  6. Glibenclamide, a blocker of K+(ATP) channels, shows antileishmanial activity in experimental murine cutaneous leishmaniasis: X. Serrano-Martin, et al.; Antimicrob. Agents Chemother. 50, 4214 (2006)
  7. CFTR inhibition by glibenclamide requires a positive charge in cytoplasmic loop three: P. Melin, et al.; Biochim. Biophys. Acta 1768, 2438 (2007)
  8. Glyburide inhibits the Cryopyrin/Nalp3 inflammasome: M. Lamkanfi, et al.; J. Cell. Biol. 187, 61 (2009)
  9. Glyburide in treating malignant cerebral edema. Blocking sulfonyl urea one (SUR1) receptors: T.V. Pallan & I. Ahmed; J. Vasc. Interv. Neurol. 7, 23 (2014)
  10. In vitro biological evaluation of glyburide as potential inhibitor of collagenases: V.L. Bodiga, et al.; Int. J. Biol. Macromol. 70, 187 (2014)
  11. NLRP3 inflammasome activation is essential for paraquat-induced acute lung injury: Z. Liu, et al.; Inflammation 38, 433 (2015)
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