English Name: Epalrestat
English alias: (E, e) - 2 - [5 - (2-methyl-3-phenyl-prop-2-enylidene) - 4-oxo-2-sulfanylidene-thiazo lidin-3-yl] acetic acid
Molecular formula: C15H13NO3S2
Structural formula：
Molecular weight: 319.40
Property description
Form: Powder
Color: yellow to orange
Melting point: 210-217 ° C
Boiling point: 516.8 ± 60.0 ° C (predicted)
Density: 1.43 ± 0.1 g / cm3 (predicted)
Storage conditions: - 20 ° C
Soluble in tetrahydrofuran, more soluble in dimethylformamide, less soluble in methanol, ethanol, ethyl acetate or acetone, less soluble in chloroform or ether, and almost insoluble in water.
Melting point 210 ~ 217 ℃ (ethanol water).
Product application: aldose reductase inhibitor.
Epalrestat is a carboxylic acid derivative and a noncompetitive and reversible aldose reductase inhibitor used for the treatment of diabetic neuropathy, which is one of the most common long-term complications in patients with diabetes mellitus. It reduces the accumulation of intracellular sorbitol which is believed to be the cause of diabetic neuropathy, retinopathy and nephropathy It is well tolerated, with the most commonly reported adverse effects being gastrointestinal issues such as nausea and vomiting, as well as increases in certain liver enzymes. Chemically, epalrestat is unusual in that it is a drug that contains a rhodanine group. Aldose reductase is the key enzyme in the polyol pathway whose enhanced activity is the basis of diabetic neuropathy. Aldose reductase inhibitors (ARI) target this enzyme. Out of the many ARIs developed, ranirestat and fidarestat are in the trial stage. Others have been discarded due to unacceptable adverse effects or weak efficacy. Epalrestat is the only ARI commercially available. It is easily absorbed into the neural tissue and inhibits the enzyme with minimum side effects.
IUPAC
2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
Matter Classification
organic
Density
1.43±0.1 g/cm3(Predicted)
Boiling Point
516.8±60.0 °C(Predicted)
Appearance
yellow to orange. powder
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