An aldose reductase inhibitor
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Labeled Version(s)
29993Epalrestat-d5
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Epalrestat

Item No. 15214

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z-[(2E)-2-methyl-3-phenyl-2-propen-1-ylidene]-4-oxo-2-thioxo-3-thiazolidineacetic acid
CAS Number
82159-09-9
Synonyms
  • ONO-2235
Molecular Formula
C15H13NO3S2
Formula Weight
319.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 2 mg/ml
λmax
237, 292, 390 nm
SMILES
CC(/C=C1SC(N(CC(O)=O)C\1=O)=S)=C\C2=CC=CC=C2
InChi Code
InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8-
InChi Key
CHNUOJQWGUIOLD-NFZZJPOKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $81

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    10 mg

    $97

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    25 mg

    $218

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    50 mg

    $395

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    Product Description

    Epalrestat is an inhibitor of aldose reductase (IC50s = 0.01 and 0.26 µM for rat lens and human placenta aldose reductase, respectively).1 It inhibits glucose-induced sorbitol accumulation in isolated rat lens, rat sciatic nerve, and human erythrocytes (IC50s = 1.5, 5, and 1.5 µM, respectively). It decreases high glucose-induced proliferation of vascular smooth muscle cells when used at a concentration of 10 nM and prevents high glucose-induced intracellular NADH/NAD+ increases and membrane-bound PKC activation at 100 nM.2,3 Epalrestat (20 and 40 mg/kg) improves motor nerve conduction velocity and decreases sorbitol content in the sciatic nerve and erythrocytes in a rat model of streptozotocin-induced diabetic neuropathy.4 It also prevents capillary strand formation in a rat model of diabetes-induced retinal microangiopathy when administered at a dose of 50 mg/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Terashima, H., Hama, K., Yamamoto, R., et al. Effects of a new aldose reductase inhibitor on various tissues in vitro. J. Pharmacol. Exp. Ther. 229(1), 226-230 (1984).

    2. Yasunari, K., Kohno, M., Kano, H., et al. Aldose reductase inhibitor improves insulin-mediated glucose uptake and prevents migration of human coronary artery smooth muscle cells induced by high glucose. Hypertension 35(5), 1092-1098 (2000).

    3. Yasunari, K., Kohno, M., Kano, H., et al. Aldose reductase inhibitor prevents hyperproliferation and hypertrophy of cultured rat vascular smooth muscle cells induced by high glucose. Arterioscler. Thromb. Vasc. Biol. 15(12), 2207-2212 (1995).

    4. Kikkawa, R., Hatanaka, I., Yasuda, H., et al. Effect of a new aldose reductase inhibitor, (E)-3-carboxymethyl-5-[(2E)-methyl-3-phenylpropenylidene]rhodanine (ONO-2235) on peripheral nerve disorders in streptozotocin-diabetic rats. Diabetologia 24(4), 290-292 (1983).

    5. Kojima, K., Matsubara, H., Mizuno, K., et al. Experimentally induced diabetic retinal microangiopathy and polyol pathway. II. Effect of aldose reductase inhibitors on microangiopathy. Nippon Ganka Gakkai Zasshi 89(2), 247-256 (1985).