Miglitol

Names

[ Name ]:
Miglitol

[Synonym ]:
BAY m 1099
Miglitol
(2R,3R,4R,5S)-1-(2-Hydroxyethyl)-2-(hydroxymethyl)piperidin-3,4,5-triol
Diastabol
(2R,3R,4R,5S)-1-(2-Hydroxyethyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol
EINECS 276-661-6
MFCD00867240
GLYSET
Plumarol
BAY-m-1099
Seibule
(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
N-(2-Hydroxyethyl)moranoline
3,4,5-Piperidinetriol, 1-(2-hydroxyethyl)-2-(hydroxymethyl)-, (2R,3R,4R,5S)-
BAY 1099
(2R,3R,4R,5S)-1-(2-hydroxyéthyl)-2-(hydroxyméthyl)pipéridine-3,4,5-triol

Biological Activity

[Description]:

Miglitol is an oral anti-diabetic drug that acts by inhibiting the ability of the patient to breakdown complex carbohydrates into glucose.Target: OthersMiglitol is an oral anti-diabetic drug that acts by inhibiting the ability of the patient to breakdown complex carbohydrates into glucose. It is primarily used in diabetes mellitus type 2 for establishing greater glycemic control by preventing the digestion of carbohydrates (such as disaccharides, oligosaccharides, and polysaccharides) into monosaccharides which can be absorbed by the body. Miglitol inhibits glycoside hydrolase enzymes called alpha-glucosidases. Since miglitol works by preventing digestion of carbohydrates, it lowers the degree of postprandial hyperglycemia. It must be taken at the start of main meals to have maximal effect. Its effect will depend on the amount of non-monosaccharide carbohydrates in a person's diet. Dietary supplementation with miglitol from pre-onset stage in OLETF rats delays the onset and development of diabetes and preserves the insulin secretory function of pancreatic islets [1]. Miglitol was orally administered at 40 mg/100 g of high-fat diet containing 45% kcal as fat to 12-week-old rats for 29 days, and age-matched rats without the agent were used as the respective controls [2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Fukaya, N., et al., The alpha-glucosidase inhibitor miglitol delays the development of diabetes and dysfunctional insulin secretion in pancreatic beta-cells in OLETF rats. Eur J Pharmacol, 2009. 624(1-3): p. 51-7.

[2]. Hirata, A., et al., Effect of miglitol, an alpha-glucosidase inhibitor, on atherogenic outcomes in balloon-injured diabetic rats. Horm Metab Res, 2009. 41(3): p. 213-20.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
453.7±45.0 °C at 760 mmHg

[ Melting Point ]:
114ºC

[ Molecular Formula ]:
C₈H₁₇NO₅

[ Molecular Weight ]:
207.224

[ Flash Point ]:
284.3±27.4 °C

[ Exact Mass ]:
207.110672

[ PSA ]:
104.39000

[ LogP ]:
-1.40

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.598

[ Storage condition ]:
-20°C Freezer

[ Water Solubility ]:
Soluble

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Specificity of Processing α-glucosidase I is guided by the substrate conformation: crystallographic and in silico studies.

J. Biol. Chem. 288(19) , 13563-74, (2013)

The enzyme “GluI” is key to the synthesis of critical glycoproteins in the cell.We have determined the structure of GluI, and modeled binding with its unique sugar substrate.The specificity of this in...

Study of the inhibition of two human maltase-glucoamylases catalytic domains by different α-glucosidase inhibitors.

Carbohydr. Res. 346(17) , 2688-92, (2011)

In humans, both the N-terminal catalytic domain (NtMGAM) and the C-terminal catalytic domain (CtMGAM) of small intestinal maltase glucoamylase (MGAM) are α-glycosidases that catalyze the hydrolysis of...

Beneficial effects of vildagliptin combined with miglitol on glucose tolerance and islet morphology in diet-controlleddb/dbmice

Biochem. Biophys. Res. Commun. 440(4) , 570-5, (2013)

• Beneficial effects of combination therapy with vildagliptin plus miglitol on glucose tolerance of db/db mice were evaluated. • Postprandial glucose- and incretin response was normalized by the combi...