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Chlorpropamide

CAS No:
94-20-2 Categories: , ,
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Product Details:

  • Product Name: Chlorpropamide
  • CAS #: 94-20-2
  • Mode of Action:

    Sulfonylureas such as chlorpropamide bind to ATP-sensitive potassium channels on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Depolarization stimulates calcium ion influx through voltage-sensitive calcium channels, raising intracellular concentrations of calcium ions, which induces the secretion, or exocytosis, of insulin.

  • Pharmacodynamics:

    Chlorpropamide, a second-generation sulfonylurea antidiabetic agent, is used with diet to lower blood glucose levels in patients with diabetes mellitus type II. Chlorpropamide is twice as potent as the related second-generation agent glipizide.

  • Metabolism:

    Up to 80% of dose is metabolized likely through the liver to to 2-hydroxylchlorpropamide (2-OH CPA), p-chlorobenzenesulfonylurea (CBSU), 3-hydroxylchlorpropamide (3-OH CPA), and p-chlorobenzenesulfonamide (CBSA); CBSA may be produced by decomposition in urine. It is unknown whether chlorpropamide metabolites exert hypoglycemic effects.

  • Toxicity:

    IPN-RAT LD50 580 mg/kg

  • IUPAC: 1-[(4-chlorobenzene)sulfonyl]-3-propylurea
  • ATC: A10BB02
  • PubChem: 2727
  • DrugBank: DB00672 (APRD00029)
  • Formula: C10H12ClN5O3
  • Molecular Mass: 276.74
  • Synonyms: Chlorporpamide
  • SMILES: CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1
  • AHFS Code: 08:20.2
  • InChl: RKWGIWYCVPQPMF-UHFFFAOYSA-N
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