(3S,5R)-fluvastatin sodium

Base Information

• Chemical Name: (3S,5R)-fluvastatin sodium
• CAS No.: 93957-55-2
• Molecular Formula: C₂₄H₂₅FNO₄*Na
• Molecular Weight: 433.455
• Hs Code.: 2933995300
• Mol file: 93957-55-2.mol

Synonyms:(3S,5R)-fluvastatin sodium;SCHEMBL41664;SCHEMBL6250394;AKOS040732305

Chemical Property of (3S,5R)-fluvastatin sodium

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 1.6E-19mmHg at 25°C
• Melting Point: 194-197 °C
• Boiling Point: 681.8 °C at 760 mmHg
• Flash Point: 366.1 °C
• PSA: 85.52000
• LogP: 3.29340
• Storage Temp.: Desiccate at -20°C
• Solubility.: H2O: ≥9mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 434.17435575
• Heavy Atom Count: 31
• Complexity: 590

Purity/Quality:

99%, ^*data from raw suppliers

FluvastatinSodiumSalt(RelativeStereochemistry) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C2=CC=CC=C2C(=C1C=CC(CC(CC(=O)O)O)O)C3=CC=C(C=C3)F.[Na]
• Isomeric SMILES: CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@@H](C[C@@H](CC(=O)O)O)O)C3=CC=C(C=C3)F.[Na]
• Uses: HMG-CoA reductase inhibitors. Anti- hyperlipoproteinemic;'HMG CoA reductase inhibitor Fluvastatin-d6 Sodium Salt is the labeled analogue of Fluvastatin Sodium Salt (F601250), a synthetic HMG-CoA reductase inhibitor. Antilipemic.
• production method: 1. After condensation of (chloroacetyl) fluorobenzeneand N-isopropyl aniline , the compound (I) is obtained. Then in acetonitrile, under the presence of phosphorus oxychloride, react with N, N-dimethylamino acrolein , the compound (Ⅱ) is obtained. Compound (Ⅱ) in the role of a strong base, after condensation with methyl acetoacetate , and then splitting ,the compound (Ⅲ) is produced. At-77 ~-74 ℃, the compound (Ⅲ) is added dropwise into a mixture of boron sodium borohydride , methanol, tetrahydrofuran and diethyl methoxy ,stir 30min; cyclic boronic ester obtained in ethyl acetate is treated with 30% hydrogen peroxide; then it is hydrolyzed to obtain fluvastatin sodium. 2. the compound (Ⅳ)is obtained by catalytic hydrogenation of Phloroglucinol . React it With tert-butyldiphenylsilyl chloride to produce the compound (V), and then oxidize it to generate (Ⅵ). After oxidation of chloroperbenzoic acid to obtain (Ⅶ), (Ⅷ) is produced through ring-opening . And then it is oxidized to (IX) . (Ⅺ) is obtained through condensation of (Ⅸ) and intermediate x , after deprotection and hydrolysis, obtain fluvastatin sodium. Intermediate (X) can be made through starting from the compound (I), via formylation, reduction, chlorination, and then reacting with triphenylphosphine .
• Description: Fluvastatin sodium is the fourth HMG-CoA reductase inhibitor to reach the market as a dietary adjunct for lowing total and low-density lipoprotein (LDL) cholesterol. Fluvastatin sodium is the first totally synthetic inhibitor of its class and has more potent effects on reducing serum total and LDL cholesterol and serum triglyceride levels than compactin or lovastatin. Moreover, fluvastatin exhibits a unique set of pharmacological properties including a biopharmaceutical profile most consistent with hepatoselectivity. It has been reported to be well tolerated and to exhibit a safety profile superior to other agents of its class. The main mechanism by which HMG-CoA reductase inhibitors lower plasma cholesterol has been suggested to be up-regulation of hepatocellular LDL-receptor expression and enhancement of receptor-mediated clearance and catabolism of LDL cholesterol.
• Therapeutic Function: Antihyperlipidemic