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Atorvastatin

Product Name
Atorvastatin
CAS No.
134523-00-5
Chemical Name
Atorvastatin
Synonyms
ATORVASTATIN CA;Atorvastatin (Subject to Patent free);ATORVASTATIN CALCIUM SALT;Atorvastatin acid;ATORVASTATIN DIPROTECTED;Atorvastatin CalciuM Tablets;(3r,5r)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid;Cardyl;Atrovastitne;025-83371857
CBNumber
CB4239912
Molecular Formula
C33H35FN2O5
Formula Weight
558.65
MOL File
134523-00-5.mol
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Atorvastatin Property

Melting point:
176-178°C
Boiling point:
722.2±60.0 °C(Predicted)
Density 
1.23±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 100 mg/mL (179.01 mM)
pka
pKa 4.46(H2O t=30 Iuncontrolled) (Uncertain)
CAS DataBase Reference
134523-00-5(CAS DataBase Reference)
EPA Substance Registry System
1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-?,?-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-, (?R,?R)- (134523-00-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36
HS Code 
35040000
Hazardous Substances Data
134523-00-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H272May intensify fire; oxidizer

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P221Take any precaution to avoid mixing with combustibles/…

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

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P370+P380+P375in case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.

P380Evacuate area.

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N-Bromosuccinimide Price

Oakwood
Product number
079255
Product name
Atorvastatin
Packaging
250mg
Price
$40
Updated
2021/12/16
ChemScene
Product number
CS-2798
Product name
Atorvastatin
Purity
99.05%
Packaging
10mg
Price
$50
Updated
2021/12/16
Matrix Scientific
Product number
075942
Product name
(3R,5R)-7-(2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoic acid
Purity
95+%
Packaging
1g
Price
$69
Updated
2021/12/16
Oakwood
Product number
079255
Product name
Atorvastatin
Packaging
1g
Price
$75
Updated
2021/12/16
AK Scientific
Product number
H942
Product name
Atorvastatin
Packaging
1g
Price
$143
Updated
2021/12/16
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Atorvastatin Chemical Properties,Usage,Production

Chemical Properties

white Crystalline powder

Originator

Cardyl,Pfizer,Spain

Uses

antihyperlipoproteimic;HMG-CoA reductase inhibition

Definition

ChEBI: Atorvastatin is a dihydroxy monocarboxylic acid that is a member of the drug class known as statins, used primarily for lowering blood cholesterol and for preventing cardiovascular diseases. It has a role as an environmental contaminant and a xenobiotic. It is an aromatic amide, a member of monofluorobenzenes, a statin (synthetic), a dihydroxy monocarboxylic acid and a member of pyrroles. It is functionally related to a heptanoic acid. It is a conjugate acid of an atorvastatin(1-).

Manufacturing Process

285 ml 2.2 M n-butyl lithium in hexane was added dropwise to 92 ml diisopropylamine at -50-60°C under nitrogen. The well stirred solutions warmed to about -20°C, then it was cannulated into a suspension of 99 g of S(+)-2-acetoxy-1,1,2-triphenylethanol in 500 ml absolute tetrahydrophuran (THF) at -70°C and the reaction mixture was allowed to warm to -10°C for 2 hours. A suspension of MgBr2 was made from 564 ml (0.63 mol) of bromine and 15.3 g of magnesium (0.63 mol) in 500 ml THF cooled to -78°C. The enolate solution was cannulated into this suspension within 30 min and was stirred for 60 min at -78°C. 150 g 5-(4-fluorophenyl)-2-(1-methylethyl)-1-(3- oxopropyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide in 800 ml absolute THF was added dropwise over 30 min, stirred 90 min at -78°C, then was added 200 ml acetic acid, this is removed to a cool bath, 500 ml of H2O was added and the mixture concentrate in vacuo at 40-50°C. After adding of 500 ml of 1:1 EtOAc/heptane the mixture was filtered. The filtrate was washed extensively with 0.5 N HCl, then several times with H2O and finally EtOAc/heptane (3:1) and cooled with dry ice to -20°C. The light brown crystalline product was dried in vacuum oven at 40°C. The yield was 194 g. 112 g of the same product was produced by evaporation of mother liquor after recrystallization and chromatographic purification on a silicagel.
162 g of this substance was suspended in methanol/THF (5:3) and was stirred with 11.7 g of sodium methoxide until everything was dissolved and kept in the freezer overnight. Later it was quenched with AcOH concentrated in vacuo, was added to 500 ml H2O and extracted twice with EtOAc (300 ml). The combined extracts was washed with saturated NaHCO3 brine and dried over anhydrous MgSO4, purified on silica-gel and gave 86.1 g of white crystals m.p. 125-126°C, αD 20=4.23° (1.17 M, CH3OH).
81 g of the last product in 500 ml absolute THF was added as quickly as possible to the mixture of 77 ml THF at diisopropylamine, 200 ml 2.2 M of nbutyl lithium and 62 ml of t-butylacetate in 200 ml THF -40-42°C under nitrogen. Stirring was continued for 4 hours at -70°C. The reaction mixture was concentrated in vacuo, the residue was taken up in EtOAc, washed with water, then saturated NH4Cl, NaHCO3 (saturated), dried over anhydrous MgSO4, filtred and the solvent evaporated.
The organic phase was dried and concentrated in vacuo to yield 73 g crude product, that was dissolved in 500 ml absolute THF, 120 ml triehtylborane and 0.7 g t-butylcarboxylic acid, 70 ml methanol and 4.5 g sodium borohydride was added. The mixture was stirred at -78°C under a dry atmosphere for 6 hours, poured slowly into 4:1:1 mixture of ice/30%H2O2/H2O and stirred overnight. CHCl3 (400 ml) was added and organic layer washed extensively with H2O until no peroxide could be found, was dried over MgSO4, filtered and was treated by chromatography on silica gel to yield 51 g. The product was dissolved in THF/methanol and saponificated with NaOH and, concentrated to remove organic solvents at room temperature, added 100 ml H2O, and extracted with Et2O twice. Organic layer was thoroughly dried and it was left at room temperature for the next 10 days, then concentrated.
Chromatography on silica gel yielded 13.2 g racemate of lactone - trans-(+/- )-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-di-diphenyl-1-[2-(tetrahydro-4- hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide. This racemate was divided by chiral synthesis which was made analogously the method in US Pat. No. 4,581,893. Then each isomer was saponificated with NaOH and purificated by HPLC. The calcium salt corresponding acid was prepared by reaction with 1 eq. of CaCl2·2H2O in water.

brand name

Lipitor (Pfizer).

Therapeutic Function

Anticholesteremic

General Description

Atorvastatin, [R-(R*,R*)]-2-(4-fluorophenyl)-b,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-lH-pyrrole-1-heptanoic acid(Lipitor), also possesses the heptanoic acid side chain,which is critical for inhibition of HMG-CoA reductase.Although the side chain is less lipophilic than the lactoneform, the high amount of lipophilic substitution causes this agent to have a slightly higher level of CNS penetration thanpravastatin, resulting in a slight increase in CNS side effects.Even so, its CNS profile is much lower than that of lovastatin.Atorvastatin is marketed as a combination therapywith amlodipine under the trade name Norvasc for managementof high cholesterol and high blood pressure.

General Description

Cerivastatin (Baycol) is one of the neweragents in this class of cholesterol-lowering agents. However,it carries a higher incidence of rhabdomyolysis and, as a result,was voluntarily withdrawn from the market by its manufacturerin 2001.

Atorvastatin Preparation Products And Raw materials

Raw materials

Preparation Products

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Atorvastatin Suppliers

Raw material medicin reagent co.,Ltd
Tel
025-57798860
Email
sales@njromanme.com
Country
China
ProdList
4534
Advantage
58
QUALITY CONTROL SOLUTIONS LTD.
Tel
15920483169
Email
ORDERS@QCSRM.COM
Country
China
ProdList
18735
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
JIANGXI AIFEIMU TECHNOLOGY CO.,LTD
Tel
570-6040289 13735087952
Fax
+86-570-6259526
Email
sales@afmpharm.com
Country
China
ProdList
96
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12426
Advantage
60
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2127
Advantage
70
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070 13913916777;
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
17839
Advantage
64
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
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View Lastest Price from Atorvastatin manufacturers

R&D Scientific Inc.
Product
Atorvastatin 134523-00-5
Price
US $80.00/g
Min. Order
1g
Purity
98
Supply Ability
20 Kg
Release date
2024-02-02
Shaanxi Dideu Medichem Co. Ltd
Product
Atorvastatin 134523-00-5
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-09
Baoji Guokang Bio-Technology Co., Ltd.
Product
Atorvastatin 134523-00-5
Price
US $484.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2021-06-04

134523-00-5, AtorvastatinRelated Search:


  • Atorvastatin (Subject to Patent free)
  • (3r,5r)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid
  • (3R,5R)-2-(4-Fluorophenyl)-3,5-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid
  • Atorvastatin free ACID
  • Atorvastatin&Ats-5Ats-8Ats-9M4L1
  • Atrovastitne
  • (bR,dR)-2-(p-Fluorophenyl)-β,δ-dihydroxy-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrole-1-heptanoic acid
  • 1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-, (βR,δR)-
  • 1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-, [R-(R*,R*)]-
  • Cardyl
  • [R-(R^<*>^,R^<*>^)]-2-(4-Fluorophenyl)- β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylarnino)carbonyl]-1H.Pyrrole-1- heptanoic acid
  • (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxy-enanthic acid
  • (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbaMoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid
  • Atorvastatin acid
  • Atorvastatin CalciuM Tablets
  • ATORVASTATIN DIPROTECTED
  • 025-83371857
  • (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbaMoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoic acid
  • (3R,5R)-7-(2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydr
  • (3R,5R)-7-(2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dih
  • ATORVASTATIN
  • ATORVASTATIN CA
  • ATORVASTATIN CALCIUM SALT
  • Atorvastatin USP/EP/BP
  • Atorvastatin DISCONTINUED See A791750 or A791730
  • Atorvastatin calcium salt Calcium (3R,5R)-7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3- phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]- 3,5dihydroxyheptanoate
  • (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid
  • 134523-00-5
  • 134523-03-0
  • C33H34FN2O53H2O
  • C33H35FN2O5
  • C33H33CaFNO5