An aldose reductase inhibitor
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Tolrestat

Item No. 29693

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-N-methyl-glycine
CAS Number
82964-04-3
Synonyms
  • AY 27773
Molecular Formula
C16H14F3NO3S
Formula Weight
357.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
227 nm
SMILES
COC1=C(C(F)(F)F)C2=C(C=C1)C(C(N(CC(O)=O)C)=S)=CC=C2
InChi Code
InChI=1S/C16H14F3NO3S/c1-20(8-13(21)22)15(24)11-5-3-4-10-9(11)6-7-12(23-2)14(10)16(17,18)19/h3-7H,8H2,1-2H3,(H,21,22)
InChi Key
LUBHDINQXIHVLS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

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    10 mg

    $236

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    25 mg

    $502

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Tolrestat is an aldose reductase inhibitor (IC50 = 35 nM for the bovine lens enzyme).1 Dietary administration of tolrestat decreases sciatic nerve galactitol accumulation in a rat model of galactosemia (ED50 = 7.3 mg/kg per day) and sciatic nerve sorbitol accumulation (ED50 = 4.8 mg/kg per day) in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104). It also decreases urinary total protein exretion in a rat model of STZ-induced diabetes when administered at a dose of 25 mg/kg per day.2 Topical administration of tolrestat (2 and 3% in 10 μl four times per day) decreases levels of galactitol in the lens of and inhibits cataract formation in rats fed a high-galactose diet.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sestanj, K., Bellini, F., Fung, S., et al. N-[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]- N-methylglycine (Tolrestat), a potent, orally active aldose reductase inhibitor. J. Med. Chem. 27(3), 255-256 (1984).

    2. McCaleb, M.L., McKean, M.L., Hohman, T.C., et al. Intervention with the aldose reductase inhibitor, tolrestat, in renal and retinal lesions of streptozotocin-diabetic rats. Diabetologia 34(10), 695-701 (1991).

    3. Banditelli, S., Boldrini, E., Vilardo, P.G., et al. A new approach against sugar cataract through aldose reductase inhibitors. Exp. Eye Res. 69(5), 533-538 (1999).