ChemicalBook > CAS DataBase List > TOLRESTAT

TOLRESTAT

Product Name: TOLRESTAT
CAS No.: 82964-04-3
Chemical Name: TOLRESTAT
Synonyms: CS-148;Lorestat;AY-27773;Alredase;Aldredase;TOLRESTAT;Tolrestatin;Tolrestat, AY 27773;TOLRESTAT USP/EP/BP;TOLRESTAT(FORR&DONLY)
CBNumber: CB2174693
Molecular Formula: C16H14F3NO3S
Formula Weight: 357.35
MOL File: 82964-04-3.mol

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TOLRESTAT Property

Melting point:: 164-165°
Boiling point:: 498.1±55.0 °C(Predicted)
Density: 1.399±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form: powder
pka: 3.49±0.10(Predicted)
color: white to beige
CAS DataBase Reference: 82964-04-3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1573
Product name: Tolrestat
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $73.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1573
Product name: Tolrestat
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $428
Updated: 2025/07/31

Cayman Chemical

Product number: 29693
Product name: Tolrestat
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Cayman Chemical

Product number: 29693
Product name: Tolrestat
Packaging: 25mg
Price: $456
Updated: 2024/03/01

Cayman Chemical

Product number: 29693
Product name: Tolrestat
Packaging: 1mg
Price: $32
Updated: 2024/03/01

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TOLRESTAT Chemical Properties,Usage,Production

Description

Tolrestat is a long-acting aldose reductase inhibitor reportedly useful in the prophylaxis of diabetic neuropathy, retinopathy and cataracts.

Description

Tolrestat is an aldose reductase inhibitor (IC₅₀ = 35 nM for the bovine lens enzyme). 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; ). 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. 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.

Chemical Properties

Crystallized, melting point 164-165℃. Tolrestat Methyl Ester: C17H16F3NO3S. melting point 109-110℃.

Originator

American Home Products (USA)

Uses

Tolrestat is an aldose reductase inhibitor.

Uses

Alredase (Wyeth-Ayerst).

Definition

ChEBI: Tolrestat is a member of naphthalenes. It has a role as an EC 1.1.1.21 (aldehyde reductase) inhibitor.

brand name

Alredase

Biochem/physiol Actions

Tolrestat is considered to be effective in treating the consequences of diabetes including neuropathy, nephropathy, retinopathy and esophageal motility and vibration perception. Tolrestat is also believed to have lesser or no toxic effects.

References

[1] KAZIMIR SESTANJ. N-[[5-(Trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]-N-methylglycine (Tolrestat), a potent, orally active aldose reductase inhibitor[J]. Journal of Medicinal Chemistry, 1984, 27 3: 255-256. DOI: 10.1021/jm00369a003
[2] M L MCCALEB. Intervention with the aldose reductase inhibitor, tolrestat, in renal and retinal lesions of streptozotocin-diabetic rats.[J]. Diabetologia, 1991, 34 10: 695-701. DOI: 10.1007/bf00401513
[3] STEFANIA BANDITELLI . A New Approach Against Sugar Cataract Through Aldose Reductase Inhibitors[J]. Experimental eye research, 1999, 69 5: Pages 533-538. DOI: 10.1006/exer.1999.0729

TOLRESTAT Preparation Products And Raw materials

Raw materials

Phosphorus pentasulfide 1-Naphthoic acid Glycine methyl ester hydrochloride 1,5-DIMETHYLNAPHTHALENE Sarcosine

Preparation Products

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82964-04-3, TOLRESTATRelated Search:

Naphthalene Naftifine Stearic acid Anthracene Acetonitrile Oxalic acid dihydrate Benzyl alcohol Tolrestat S-oxide alpha,alpha,alpha-Trifluoro-o-cresol TOLRESTAT 2-(TRIFLUOROMETHYL)ANISOLE N-methylthiobenzamide 1-TRIFLUOROMETHYL-NAPHTHALENE

TOLRESTAT

TOLRESTAT(FORR&DONLY)

Alredase

AY-27773

Lorestat

N-[[6-Methoxy-5-(triiquoromethyl)-1-naphthalenyl]thioxomethyl]-N-methylglyeine

Aldredase

N-[[6-Methoxy-5-(trifluoromethyl)naphthalen-1-yl]thioxomethyl]-N-methylglycine

[(6-Methoxy-5-trifluoromethyl-naphthalene-1-carbothioyl)-methyl-amino]-acetic acid

2-(6-Methoxy-N-Methyl-5-(trifluoroMethyl)naphthalene-1-carbothioaMido)acetic acid

Tolrestatin

TolrestattolrestattolrestatTolrestat

CS-148

Tolrestat, AY 27773

AY-27773;AY 27773; AY27773

Glycine, N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-N-methyl-

TOLRESTAT USP/EP/BP

Inhibitor,inhibit,Tolrestat,AY 27773,Aldose Reductase,AY27773

2-[[6-methoxy-5-(trifluoromethyl)naphthalene-1-carbothioyl]-methylamino]acetic acid

Tolrestat, 10 mM in DMSO

82964-04-3