CAS 82964-04-3|Tolrestat
Introduction：Basic information about CAS 82964-04-3|Tolrestat, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Tolrestat | ||
|---|---|---|---|
| CAS Number | 82964-04-3 | Molecular Weight | 357.348 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 498.1±55.0 °C at 760 mmHg |
| Molecular Formula | C16H14F3NO3S | Melting Point | 164-165° |
| MSDS | / | Flash Point | 255.0±31.5 °C |
Names
| Name | tolrestat |
|---|---|
| Synonym | More Synonyms |
Tolrestat BiologicalActivity
| Description | Tolrestat is a potent, orally active aldose reductase inhibitor with IC50 of 35 nM. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Aldose ReductaseResearch Areas >>Cancer |
| Target | IC50: 35 nM (Aldose Reductase) |
| In Vivo | Tolrestat (1.8 mg/kg per day) causes a reversal to normal RBC sorbitol levels diabetic rats[1]. In 21-day diabetic rats, the estimated ID in the sciatic nerve and lenses is 4.8 and about 20 for tolrestat, and 1.7 and 2.2 for (±)sorbinil,respectively[2]. Either tolrestat or sorbinil inhibits tissue AR activity but does not significantly affect plasma lipoprotein levels, or affect the body weight of the mice or their general health. Accumulation of cholesterol-rich foam cells is significantly increased in aortic roots of tolrestat-fed mice[3]. |
| Animal Admin | For a period of four days, rats weighing about 70 g are given unlimited access to water and Chow supplemented with 20% (wt/wt) galactose and tolrestat at various dose levels. Rats used as control receive chow containing galactose (20%, wt/wt) or glucose (20%, wt/wt). The rats are killed; the lenses and sciatic nerves are removed and homogenized in 5% trichloroacetic acid; the deproteinized extracts are then analyzed for galactitol by a modification of a method for glycerol determination. The values obtained in the group fed 20% glucose are used for background correction. |
| References | [1]. Sestanj K, et al. N-[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]- N-methylglycine (Tolrestat), a potent, orally active aldose reductase inhibitor. J Med Chem. 1984 Mar;27(3):255-6. [2]. Simard-Duquesne N, et al. The effects of a new aldose reductase inhibitor (tolrestat) in galactosemic and diabetic rats. Metabolism. 1985 Oct;34(10):885-92. [3]. Srivastava S, et al. Aldose reductase protects against early atherosclerotic lesion formation in apolipoprotein E-null mice. Circ Res. 2009 Oct 9;105(8):793-802. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 498.1±55.0 °C at 760 mmHg |
| Melting Point | 164-165° |
| Molecular Formula | C16H14F3NO3S |
| Molecular Weight | 357.348 |
| Flash Point | 255.0±31.5 °C |
| Exact Mass | 357.064636 |
| PSA | 81.86000 |
| LogP | 3.41 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.602 |
| InChIKey | LUBHDINQXIHVLS-UHFFFAOYSA-N |
| SMILES | COc1ccc2c(C(=S)N(C)CC(=O)O)cccc2c1C(F)(F)F |
| Storage condition | 2-8℃ |
Synonyms
| [(6-Methoxy-5-trifluoromethyl-naphthalene-1-carbothioyl)-methyl-amino]-acetic acid |
| 2-[[6-methoxy-5-(trifluoromethyl)naphthalene-1-carbothioyl]-methylamino]acetic acid |
| N-{[6-Methoxy-5-(trifluoromethyl)-1-naphthyl]carbothioyl}-N-methylglycine |
| N-{[6-Methoxy-5-(trifluoromethyl)-1-naphthyl]carbonothioyl}-N-methylglycine |
| N-[[6-Methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-N-methylglycine |
| AY-27,773 |
| Tolrestatum [Latin] |
| N-(6-Methoxythio-5-(trifluoromethyl)-1-naphthoyl)sarcosine |
| Alredase |
| N-{[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]carbothioyl}-N-methylglycine |
| Tolrestatum |
| Tolrestat |
| Glycine, N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-N-methyl- |
