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ProductsBack/Glyburide (USP) [10238-21-8]
Chemical Structure
Chemical Structure
Chemical Structure

Glyburide (USP) [10238-21-8]

Research Use Only
AG-CR1-3613
AdipoGen Life Sciences
CAS Number10238-21-8
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight494
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Glyburide (USP)
  • Delivery Days Customer
    10
  • CAS Number
    10238-21-8
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Molecular Formula
    C23H28ClN3O5S
  • Molecular Weight
    494
  • Scientific 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 beta cells NLRP3 inflammasome inhibitor. Broad-spectrum ATP-binding cassette (ABC) transporter inhibitor. Shown to have anti-leishmanial activity. Potential inhibitor of collagenases. - Chemical. CAS: 10238-21-8. Formula: C23H28ClN3O5S. MW: 494. 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 beta cells NLRP3 inflammasome inhibitor. Broad-spectrum ATP-binding cassette (ABC) transporter inhibitor. Shown to have anti-leishmanial activity. Potential inhibitor of collagenases.
  • SMILES
    COC1=C(C=C(Cl)C=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1
  • Storage Instruction
    2°C to 8°C,RT
  • UNSPSC
    12352200

References

  • Glyburide: a second-generation sulfonylurea hypoglycemic agent. History, chemistry, metabolism, pharmacokinetics, clinical use and adverse effects: J.M. Feldman; Pharmacotherapy 5, 43 (1985)
  • 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)
  • 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)
  • 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)
  • The sulphonylurea glibenclamide inhibits multidrug resistance protein (MRP1) activity in human lung cancer cells: L. Payen, et al.; Br. J. Pharmacol. 132, 778 (2001)
  • 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)
  • CFTR inhibition by glibenclamide requires a positive charge in cytoplasmic loop three: P. Melin, et al.; Biochim. Biophys. Acta 1768, 2438 (2007)
  • Glyburide inhibits the Cryopyrin/Nalp3 inflammasome: M. Lamkanfi, et al.; J. Cell. Biol. 187, 61 (2009)
  • Glyburide in treating malignant cerebral edema. Blocking sulfonyl urea one (SUR1) receptors: T.V. Pallan & I. Ahmed; J. Vasc. Interv. Neurol. 7, 23 (2014)
  • In vitro biological evaluation of glyburide as potential inhibitor of collagenases: V.L. Bodiga, et al.; Int. J. Biol. Macromol. 70, 187 (2014)