CAS 145576-26-7

Simvastatin Hydroxy Acid Methyl Ester

Description:

Simvastatin Hydroxy Acid Methyl Ester, identified by the CAS number 145576-26-7, is a derivative of simvastatin, a well-known lipid-lowering agent used primarily to manage cholesterol levels. This compound features a hydroxy acid structure, which contributes to its pharmacological activity. It is characterized by its ability to inhibit HMG-CoA reductase, an enzyme crucial in the cholesterol biosynthesis pathway, thereby reducing levels of low-density lipoprotein (LDL) cholesterol in the bloodstream. The methyl ester functional group enhances its lipophilicity, potentially influencing its absorption and bioavailability. In terms of physical properties, it is typically a solid at room temperature, with moderate solubility in organic solvents and limited solubility in water. The compound is often studied for its metabolic pathways and efficacy in treating hyperlipidemia, as well as its potential side effects. As with many statins, it may also exhibit pleiotropic effects, contributing to cardiovascular health beyond cholesterol reduction. Safety and efficacy profiles are well-documented, making it a significant subject of research in pharmacology and medicinal chemistry.

Formula: C₂₆H₄₂O₆

Synonyms:

• Tenivastatin methyl ester
• Simvastatin Hydroxy Acid Methyl Ester
• (3R,5R)-Methyl 7-((1S,2S,6R,8S,8aR)-8-((2,2-dimethylbutanoyl)oxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoate
• SiMvastatin Acid Methyl Ester
• methyl (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-(2,2-dimethylbutanoyloxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• Simvastatin ring open methyl ester
• Simvastatin Impurity 12
• 1-Naphthaleneheptanoic acid, 8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-, methyl ester, (βR,δR,1S,2S,6R,8S,8aR)-
• SiMvastatin Hydroxyl Acid Methyl Ester

Simvastatin Hydroxy Acid Methyl Ester

CAS: 145576-26-7

Formula: C₂₆H₄₂O₆

Color and Shape: Colorless Liquid

Molecular weight: 450.62

Ref: 4Z-S-1217

Simvastatin Hydroxy Acid Methyl Ester

CAS: 145576-26-7

Formula: C₂₆H₄₂O₆

Molecular weight: 450.62

Ref: ST-EA-CP-S4016

Simvastatin Hydroxy Acid Methyl Ester

Controlled Product

CAS: 145576-26-7

Applications An impurity in Simvastatin (S485000) tablets.
References Endo, A., et al.: J. Antibiot., 29, 1346 (1976), Hoffman, W., et al.: J. Med. Chem., 29, 849 (1986), Jemal, M., et al.: J. Pharm. Biomed. Anal., 23, 323 (2000),

Formula: C₂₆H₄₂O₆

Color and Shape: Neat

Molecular weight: 450.61

Ref: TR-S485015

Simvastatin hydroxy acid methyl ester

CAS: 145576-26-7

Simvastatin hydroxy acid methyl ester is a drug product that belongs to the group of statins. It is an impurity standard for synthetic simvastatin as well as a natural metabolite formed from simvastatin through oxidation and hydroxylation. This impurity is used in analytical and pharmacopoeia testing for simvastatin, and has been shown to inhibit the production of cholesterol by blocking the synthesis of 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGCR).

Formula: C₂₆H₄₂O₆

Purity: Min. 95%

Molecular weight: 450.61 g/mol

Ref: 3D-IS27837