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ProductsBack/Miglitol [72432-03-2]
Chemical Structure
Chemical Structure
Chemical Structure

Miglitol [72432-03-2]

Research Use Only
AG-CR1-3635
AdipoGen Life Sciences
CAS Number72432-03-2
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Product group Chemicals
Estimated Purity>98% (NMR)
Molecular Weight207.2
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Miglitol [72432-03-2]
  • Delivery Days Customer
    10
  • CAS Number
    72432-03-2
  • Certification
    Research Use Only
  • Estimated Purity
    >98% (NMR)
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C8H17NO5
  • Molecular Weight
    207.2
  • Scientific Description
    Anti-diabetic agent with antihyperglycemic activity. alpha-Glucosidase inhibitor. Inhibits lysosomal alpha-glucosidase, sucrase, maltase and isomaltase (IC50= 0.35, 0.11, 1.3, and 1.2microM, respectively) as well as maltase-glucoamylase (IC50 = 1.0microM). alpha-Glucosidase enzymes hydrolyze oligosaccharides and disaccharides into glucose and other monosaccharides. Inhibition by miglitol prevents the breakdown of larger carbohydrates into glucose. This suppresses postprandial hyperglycemia and reduces plasma glucose concentration in normal rats and in several animal models of diabetes without cardiovascular complications. Anti-obesity drug. Shown to inhibit adipogenesis of white adipocytes in vitro and to activate brown adipose tissue (BAT) in mice. Induces an enhanced and prolonged release of glucagon-like peptide-1, regulating appetite and stabilizing body weight in humans. Influenced bile acid metabolism in mice and regulated the secretion of incretin hormones in humans. Reduces plasma lipids and inhibits free radical generation. Inhibits oxidative stress-induced apoptosis and mitochondrial ROS overproduction in endothelial cells. - Chemical. CAS: 72432-03-2. Formula: C8H17NO5. MW: 207.2. Anti-diabetic agent with antihyperglycemic activity. alpha-Glucosidase inhibitor. Inhibits lysosomal alpha-glucosidase, sucrase, maltase and isomaltase (IC50= 0.35, 0.11, 1.3, and 1.2microM, respectively) as well as maltase-glucoamylase (IC50 = 1.0microM). alpha-Glucosidase enzymes hydrolyze oligosaccharides and disaccharides into glucose and other monosaccharides. Inhibition by miglitol prevents the breakdown of larger carbohydrates into glucose. This suppresses postprandial hyperglycemia and reduces plasma glucose concentration in normal rats and in several animal models of diabetes without cardiovascular complications. Anti-obesity drug. Shown to inhibit adipogenesis of white adipocytes in vitro and to activate brown adipose tissue (BAT) in mice. Induces an enhanced and prolonged release of glucagon-like peptide-1, regulating appetite and stabilizing body weight in humans. Influenced bile acid metabolism in mice and regulated the secretion of incretin hormones in humans. Reduces plasma lipids and inhibits free radical generation. Inhibits oxidative stress-induced apoptosis and mitochondrial ROS overproduction in endothelial cells.
  • SMILES
    O[C@@H]1[C@@H](O)CN(CCO)[C@H](CO)[C@H]1O
  • Storage Instruction
    2°C to 8°C,RT
  • UNSPSC
    12352200

References

  • Miglitol, a new alpha-glucosidase inhibitor: J.P. Sels, et al.; Expert. Opin. Pharmacother. 1, 149 (1999) (Review)
  • The effects of miglitol on glucagon-like peptide-1 secretion and appetite sensations in obese type 2 diabetics: A. Lee, et al.; Diabetes Obes. Metab. 4, 329 (2002)
  • In vitro inhibition of glycogen-degrading enzymes and glycosidases by six-membered sugar mimics and their evaluation in cell cultures: C. Kuriyama, et al.; Biorg. Med. Chem. 16, 7330 (2008)
  • Probing the active-site requirements of human intestinal N-terminal maltase-glucoamylase: Synthesis and enzyme inhibitory activities of a six-membered ring nitrogen analogue of kotalanol and its de-O-sulfonated derivative: S. Mohan, et al.; Biorg. Med. Chem. 18, 7794 (2010)
  • The synthesis and biological evaluation of 1-C-alkyl-L-arabinoiminofuranoses, a novel class of alpha-glucosidase inhibitors: Y. Natori, et al.; Bioorg. Med. Chem. Lett. 21, 738 (2011)
  • Alpha-glucosidase inhibitors 2012 - cardiovascular considerations and trial evaluation: E. Standl & O. Schnell; Diab. Vasc. Dis. Res. 9, 163 (2012)
  • Miglitol, an anti-diabetic drug, inhibits oxdiative stress-induced apoptosis and mitochondrial ROS over-production in endothelial cells by enhancement of AMP-activated protein kinase: C. Aoki, et al.; J. Pharmacol. Sci. 120, 121 (2012)
  • Miglitol prevents diet-induced obesity by stimulating brown adipose tissue and energy expenditure independent of preventing the digestion of carbohydrates: T. Sasaki, et al.; Endocr. J. 60, 1117 (2013)
  • Lipid lowering and antioxidant effect of miglitol in triton treated hyperlipidemic and high fat diet induced obese rats: A. Shrivastava, et al.; Lipids 48, 597 (2013)
  • Miglitol increases energy expenditure by upregulating uncoupling protein 1 of brown adipose tissue and reduces obesity in dietary-induced obese mice: S. Sugimoto, et al.; Nutr. Metab. (Lond) 11, 14 (2014)