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Fluvastatin sodium salt

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Products Intro: Product Name:Fluvastatin sodium salt
CAS:93957-55-2
Purity:98%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
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Products Intro: Product Name:Fluvastatin sodium salt
CAS:93957-55-2
Purity:99.00% Package:100g,500g,1KG,10KG,100KG
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Products Intro: CAS:93957-55-2
Purity:99% Package:500G;1KG;5KG;25KG
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Products Intro: Product Name:Fluvastatin sodium
CAS:93957-55-2
Purity:90%+ Package:10mg, 25mg, 50mg, 100mg, Other scale please email Sales@pipitech.com Remarks:Sodium (3RS,5SR,6E)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate
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Products Intro: Product Name:Fluvastatin sodium
CAS:93957-55-2
Purity:98% HPLC Package:5G;10G;25G;50G;100G;250G;1KG

Lastest Price from Fluvastatin sodium salt manufacturers

  • Fluvastatin sodium salt
  • US $0.00-0.00 / KG
  • 2020-05-12
  • CAS:93957-55-2
  • Min. Order: 1KG
  • Purity: 99.0%
  • Supply Ability: 500 MT
Fluvastatin sodium salt Basic information
Commonly used cholesterol-lowering drugs Chemical Properties Uses production method
Product Name:Fluvastatin sodium salt
Synonyms:sodium (3r,5s,6e)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1h-indol-2-yl]-3,5-dihydroxy-6-heptenoate;(+/-)-(3R',5S',6E)-7-[3-(4-FLUOROPHENYL)-1-ISOPROPYLINDOL-2-YL]-3,5-DIHYDROXY-6-HEPTENOATE, SODIUM;FLUVASTATIN NA;FLUVASTATIN SODIUM;FLUVASTATIN SODIUM SALT;(r*,s*-(e))-monosodiumsal(+-)-2-yl);3,5-dihydro-7-(3-(4-fluorophenyl)-1-(1-methylethyl)-1h-indol-6-heptenoicaci;5-dihydro-7-(3-(4-fluorophenyl)-1-(1-methylethyl)-1h-indol-2-yl)-monosodiumsalt,(r*,s*-(e))-(6-heptenoicaci
CAS:93957-55-2
MF:C24H25FNNaO4
MW:433.45
EINECS:1308068-626-2
Product Categories:HMG-CoA reductase;Antihyperlipoproteinemic;Intermediates & Fine Chemicals;Pharmaceuticals;API Reference Standard;API
Mol File:93957-55-2.mol
Fluvastatin sodium salt Structure
Fluvastatin sodium salt Chemical Properties
Melting point 194-197°C
storage temp. Desiccate at -20°C
solubility H2O: ≥9mg/mL
form powder
color white to tan
Merck 14,4218
InChIKeyZGGHKIMDNBDHJB-RPQBTBOMSA-M
CAS DataBase Reference93957-55-2(CAS DataBase Reference)
Safety Information
WGK Germany 3
RTECS MJ9675050
HS Code 2933995300
MSDS Information
Fluvastatin sodium salt Usage And Synthesis
Commonly used cholesterol-lowering drugsFluvastatin sodium salt is commonly used as a cholesterol-lowering drug, cholesterol-lowering effect is very good, the trade name of the commercially available products is Lescol,which is produced by Novartis. Fluvastatin sodium salt is a fully synthetic cholesterol-lowering drug, it belongs to methylglutaryl coenzyme A (HMC-CoA) reductase inhibitors, the main function is performed in the liver ,it can transform HMG-CoA into 3-methyl-3,5-dihydroxy acid, it can inhibit the synthesis of endogenous cholesterol ,and reduce cholesterol content in liver cells, it can stimulate the synthesis of low density lipoprotein (LDL) receptors,and enhance the uptake of LDL particles, reduce the plasma total cholesterol concentration.it can significantly reduce total cholesterol, LDL cholesterol, triglycerides, and increase high-density lipoprotein cholesterol.
The above information is edited by the chemicalbook of Tian Ye.
Chemical PropertiesMelting point 194~197 ℃.
UsesHMG-CoA reductase inhibitors.
production method1. 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 .
DescriptionFluvastatin 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.
Chemical PropertiesYellow Powder
OriginatorSandoz (Switzerland)
UsesA synthetic HMG-CoA reductase inhibitor. Antilipemic
UsesAnti- hyperlipoproteinemic;'HMG CoA reductase inhibitor
Manufacturing Process164 ml (235.1 g, 2.04 moles) of chloroacetyl chloride is added over a 50 min period to a mixture of 400 ml (410 g, 4.22 moles) of fluorobenzene and 300.0 g (2.25 moles) of anhydrous aluminum chloride stirred at 75°C under nitrogen. The reaction mixture is stirred at 80°C under nitrogen for 1 h, cooled to 50°C, 500 ml of fluorobenzene is added, and the reaction mixture is cooled to 0°C and gradually (over a 30 min period) siphoned into 1 L of 6 N hydrochloric acid stirred at 0°C. (The temperature of the aqueous acid is maintained at or below 25°C throughout the addition). The quenched, acidified reaction mixture is stirred for 15 min, and the aqueous phase is separated and extracted with 350 ml of fluorobenzene. The two organicphases are combined and washed twice with 500 ml portions of 3 N hydrochloric acid and once with 500 ml of water. The fluorobenzene is distilled at 30 mm. Hg and 60°C and, upon cooling, the obtained 4-chloroacetyl-1fluorobenzene oily residue solidifies.
562.9 g (4.08 moles) of N-isopropylaniline is rapidly added to a solution of the 4-chloroacetyl-1-fluorobenzene in 500 ml of dimethylformamide stirred at 50°C under nitrogen. The reaction mixture is stirred at 100°C under nitrogen for 10 h and allowed to cool to room temperature overnight. The reaction mixture is heated to 60°C, 2 L of water is added, and the mixture is cooled to 10°C. The obtained solids are collected, washed twice with 500 ml portions of water and dissolved in 550 ml of 95% ethanol at 75°C. The solution is cooled to 0°C, and the obtained solids are collected, washed three times with 100 ml portions of 95% ethanol and vacuum dried at 35°-40°C for 4 h to obtain the 95.3% pure yellow product: N-(4-fluorobenzoylmethyl)-N-(1-methylethyl) aniline (466.0 g, 84.2%, melting point 78° -81°C).
4.5 ml of 1 N sodium hydroxide solution (4.5 mmol) and 2.0 g (4.7 mmol) of N-(4-fluorobenzoylmethyl)-N-(1-methylethyl)aniline are stirred in 150 ml of ethanol at room temperature for 2 h, the solvent is evaporated at reduced pressure, and the residue is dissolved in 50 ml of water. The aqueous solution is gently extracted with diethyl ether, the traces of ether in the aqueous layer are removed at reduced pressure, and the aqueous layer is freeze dried to obtain racemic sodium threo-(+/-)-(E)-3,5-dihydroxy-7-[3'-(4"-fluorophenyl)1'-(1"-methylethyl )indol-2'-yl]hept-6-enoate (1.8 g (88%)), melting point 194°-197°C.
The crude sodium threo-(+/-)-(E)-3,5-dihydroxy-7-[3'-(4"-fluorophenyl)-1'(1"-methylethyl )indol-2'-yl]hept-6-enoate is dissolved in water, and the solution is acidified to pH 2 with 2 N hydrochloric acid and extracted with diethyl ether. The diethyl ether extract is washed three times with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated at reduced pressure to obtain the crude solid racemic erythro-(+/)-(E)-3,5-dihydroxy-7-[3'-(4"-fluorophenyl)-1'-(1"-methylethyl )indol-2'-yl] hept-6-enoic acid (6.9 g).
The racemic erythro-(+/-)-(E)-3,5-dihydroxy-7-[3'-(4"-fluorophenyl)-1'-(1"methylethyl )indol-2'-yl]hept-6-enoic acid may both be resolved into two optically pure enantiomers, the 3R, 5S and 3S, 5R isomers by chromatography on silica gel column using organic solutions as the eluent.
Brand nameLescol (Novartis).
Therapeutic FunctionAntihyperlipidemic
Biological ActivityOrally active, potent and competitive HMG-CoA reductase inhibitor (IC 50 = 40 -100 nM at human liver microsomes). Inhibits vascular smooth muscle proliferation in vitro (IC 50 = 70 nM) and exhibits antihypercholesterolemic and antioxidant activity in vivo .
Tag:Fluvastatin sodium salt(93957-55-2) Related Product Information
Sodium bicarbonate Sodium benzoate Sodium carbonate sodium Pravastatin sodium FLUVASTATIN[METHYL-(±)-(E)-7-[3’-(4”-FLUOROPHENYL )-1’-(1”-METHYLETHYL)INDOL-2’-YL]-3,5- DIHYDROXY-6- HEPTENOATE ],FLUVASTATIN,FLUVASTATIN NA,FLUVASTATIN SODIUM,FLUVASTATIN SODIUM 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT Sodium chloride Chlorodimethylphenylsilane (2-Methoxyethyl)benzene 2-Butanone ATORVASTATIN SODIUM 1-Hydroxyethylidene-1,1-diphosphonic acid Silicone oil (high temperature) Sodium formate Sodium acetate Diclofenac sodium Sodium gluconate