ChemicalBook
Chinese english Germany Korea

アトルバスタチンカルシウム

アトルバスタチンカルシウム 化学構造式
134523-03-8
CAS番号.
134523-03-8
化学名:
アトルバスタチンカルシウム
别名:
リピトール;ビス[(βR,δR)-2-(4-フルオロフェニル)-β,δ-ジヒドロキシ-5-イソプロピル-3-フェニル-4-(フェニルカルバモイル)-1H-ピロール-1-ヘプタン酸]カルシウム;アルトバスタチン;アトルバスタチンカルシウム;ビス[(3R,5R)-7-[2-(4-フルオロフェニル)-5-イソプロピル-3-フェニル-4-[(フェニルアミノ)カルボニル]-1H-ピロール-1-イル]-3,5-ジヒドロキシヘプタン酸]カルシウム;ビス[(3R,5R)-3,5-ジヒドロキシ-7-[2-(1-メチルエチル)-3-[(フェニルアミノ)カルボニル]-4-フェニル-5-(4-フルオロフェニル)-1H-ピロール-1-イル]ヘプタン酸]カルシウム;アトルバスタチンカルシウム塩;ビス[(3R,5R)-7-[2-(4-フルオロフェニル)-5-イソプロピル-3-フェニル-4-フェニルカルバモイル-1-ピロリル]-3,5-ジヒドロキシヘプタン酸]カルシウム;アトロバスタチンカルシウム;アトロバスタチンカルシウム塩;ビス[(3R,5R)-3,5-ジヒドロキシ-7-[2-イソプロピル-3-(フェニルカルバモイル)-4-フェニル-5-(4-フルオロフェニル)-1H-ピロール-1-イル]ヘプタン酸]カルシウム;アトロバスタチンカルシウム三水和物;アトルバスタチンヘミカルシウム塩;アトルバスタチン, カルシウム塩;アトルバスタチン カルシウム;アトルバスタチン カルシウム塩 三水和物
英語化学名:
Atorvastatin calcium
英語别名:
Tahor;YM-548;ci-981;Sortis;LIPITOR;cium saL;pd134298-38a;t trihydrate;Atorvastatin c;ATORVASTATIN CA
CBNumber:
CB4260130
化学式:
C66H68CaF2N4O10
分子量:
1155.36
MOL File:
134523-03-8.mol

アトルバスタチンカルシウム 物理性質

融点 :
176-178°C
貯蔵温度 :
Keep in dark place,Inert atmosphere,2-8°C
溶解性:
DMSO: ≥10mg/mL
外見 :
white powder
InChIKey:
FQCKMBLVYCEXJB-MNSAWQCASA-L
CAS データベース:
134523-03-8(CAS DataBase Reference)
EPAの化学物質情報:
1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-.beta.,delta.-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-, calcium salt (2:1),(.beta.R,.delta.R)- (134523-03-8)

安全性情報

主な危険性  Xn,T,F
Rフレーズ  20/21/22-36/37/38-39/23/24/25-23/24/25-11
Sフレーズ  26-36-45-36/37-16-7
WGK Germany  3

アトルバスタチンカルシウム 価格 もっと(17)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01COBST-7102 アトルバスタチン カルシウム
Atorvastatin calcium
134523-03-8 1g ¥7200 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBST-7102 アトルバスタチン カルシウム
Atorvastatin calcium
134523-03-8 5g ¥23400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01MAS097734
Atorvastatin calcium
134523-03-8 25g ¥124200 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBST-7102 アトルバスタチン カルシウム
Atorvastatin calcium
134523-03-8 100g ¥201600 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01TRCA791750 アトルバスタチン, カルシウム塩
Atorvastatin, Calcium Salt
134523-03-8 50mg ¥25000 2021-03-23 購入

アトルバスタチンカルシウム 化学特性,用途語,生産方法

用途

強力な HMG-CoA リダクターゼ阻害剤です(IC50=8 nM)。

用途

強力な HMG-CoA リダクターゼ阻害剤です(IC50=8 nmol/l)。

効能

脂質異常症治療薬, HMG-CoA還元酵素阻害薬

説明

Lipitor was launched in Canada, the Netherlands, the UK and the US as an orally-active hypocholesterolemic agent. It was the first pharmaceutical product ever to attain over one billion dollars in sales in its first year. It can be synthesized by a number of routes but the most efficient involves the Paal-Knorr reaction of an acetonide protected dihydroxy amino ester and a diaryl phenylacetamide diketone. Lipitor is a liver selective, reversible competitive inhibitor of HMG-CoA reductase, the rate limiting step in cholesterol biosynthesis. Lipitor monotherapy resulted in a reduction of LDL cholesterol by up to 60%. Lipitor is about 2-4 times more potent, on a dosage basis, than Simvastatin. The superior properties of Lipitor can be attributed to its greater uptake and longer duration of action in the liver. In addition to its effects on cholesterol, Lipitor is also effective in lowering triglycerides. While the mechanism is not clear, two theories proposed are: a) the decrease in cholesterol causes a concomitant increase in hepatic LDL-receptor activity (mostly B and E type) which results in a decrease in triglycerides through an increase in binding of triglycerides to VLDL and LDL, and b) the decreased level of cholesterol impairs VLDL transport of triglycerides.

化学的特性

White Crystalline Powder

Originator

Parke-Davis (US)

使用

A selective, competitive HMG-CoA reductase inhibitor. The only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia

使用

A selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.

使用

antihyperlipidemic, HMGCoA reductase inhibitor

使用

DMSO and EtOH soluble

使用

The primary uses of atorvastatin is for the treatment of dyslipidemia and the prevention of cardiovascular disease.

定義

ChEBI: An organic calcium salt composed of calcium cations and atorvastatin anions in a 1:2 ratio.

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

生物活性

Potent HMG-CoA reductase inhibitor (IC 50 = 8 nM). Reduces circulating LDL-C by inhibiting cholesterol biosynthesis and inducing expression of LDL receptors. Inhibits smooth muscle cell proliferation in vitro and exhibits antinociceptive effects in the inflammatory hypernociception model.

アトルバスタチンカルシウム 上流と下流の製品情報

原材料

準備製品


アトルバスタチンカルシウム 生産企業

Global( 532)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
HANGZHOU CLAP TECHNOLOGY CO.,LTD
13588875226 86-571-88216897、88216896
86-571-88216895 sales@hzclap.com CHINA 6469 58
Hebei Lingding Biological Technology Co., Ltd
19933155420
sales1@hbldbiotech.com CHINA 973 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Chembon Pharmaceutical Co., Ltd.
+86-28-8425-2981
+86-28-8425-2965 info@chembon.com CHINA 724 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26734 60
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 3001 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29961 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58

134523-03-8(アトルバスタチンカルシウム)キーワード:


  • 134523-03-8
  • LIPITOR
  • ATORVASTATIN CALCIUM SALT
  • ATORVASTATIN CALCIUM
  • ATORVASTATIN CA
  • [r-(r*, r*)]-7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-(phenylaminocarbonyl)-1h-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid calcium salt
  • (3R,5R)-7-(2-(4-FLUOROPHENYL)-5-ISOPROPYL-3-PHENYL-4-(PHENYLCARBAMOYL)-1H-PYRROL-1-YL)-3,5-DIHYDROXYHEPTANOIC ACID CALCIUM
  • (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-
  • (R,dR)-2-(4-Fluorophenyl)-,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Acid Calcium
  • 3S,5S-Atorvastatin Calcium
  • Bis[(3R,5R)-3,5-dihydroxy-7-[2-(1-methylethyl)-3-[(phenylamino)carbonyl]-4-phenyl-5-(4-fluorophenyl)-1H-pyrrol-1-yl]heptanoic acid]calcium salt
  • Bis[(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-yl]-3,5-dihydroxyheptanoic acid] calcium salt
  • Bis[(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoyl-1-pyrrolyl]-3,5-dihydroxyheptanoic acid] calcium salt
  • YM-548
  • ATORVASTATINCALCUIM
  • Atrovastatin calcium
  • (3R ,5R )-7-[2-(4-Fluorophenyl)-5-Isopropyl-3-Phenyl-4-(Pheynylcarbamoyl) Pyrrol-1-yl]-3 ,5 -Dihydroheptanoic Acid, calcium salt (2:1) Trihydrate
  • 3R ,5R )-7-[2-(4-Fluorophenyl)-5-Isopropyl-3-Phenyl-4-(Pheynylcarbamoyl) Pyrrol-1-yl]-3 ,5 ydroheptanoic Acid, calcium salt (2:1) Trihydrate
  • Atorvastatin Calclum
  • ATORVASTATIN CALCIUM MM(CRM STANDARD)
  • ATORVASTATINE CADIUM
  • Atorvastatinecalcium
  • 1h-pyrrole-1-heptanoicacid,beta,delta-dihydroxy-2-(4-fluorophenyl)-5-(1-methy
  • calciumsalt(2:1),(r-(r*,r*))-lethyl)-3-phenyl-4-((phenylamino)carbonyl)
  • ci-981
  • delta-dihydroxy-2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-betcalci1h-pyrrole-1-heptanoicaci
  • pd134298-38a
  • (bR,dR)-2-(4-Fluorophenyl)-b,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Acid
  • 3S,5S-Atorvastatin
  • Alorvastin calcium
  • delta-dihydroxy-2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-bet calci1h-pyrrole-1-heptanoic acid
  • リピトール
  • ビス[(βR,δR)-2-(4-フルオロフェニル)-β,δ-ジヒドロキシ-5-イソプロピル-3-フェニル-4-(フェニルカルバモイル)-1H-ピロール-1-ヘプタン酸]カルシウム
  • アルトバスタチン
  • アトルバスタチンカルシウム
  • ビス[(3R,5R)-7-[2-(4-フルオロフェニル)-5-イソプロピル-3-フェニル-4-[(フェニルアミノ)カルボニル]-1H-ピロール-1-イル]-3,5-ジヒドロキシヘプタン酸]カルシウム
  • ビス[(3R,5R)-3,5-ジヒドロキシ-7-[2-(1-メチルエチル)-3-[(フェニルアミノ)カルボニル]-4-フェニル-5-(4-フルオロフェニル)-1H-ピロール-1-イル]ヘプタン酸]カルシウム
  • アトルバスタチンカルシウム塩
  • ビス[(3R,5R)-7-[2-(4-フルオロフェニル)-5-イソプロピル-3-フェニル-4-フェニルカルバモイル-1-ピロリル]-3,5-ジヒドロキシヘプタン酸]カルシウム
  • アトロバスタチンカルシウム
  • アトロバスタチンカルシウム塩
  • ビス[(3R,5R)-3,5-ジヒドロキシ-7-[2-イソプロピル-3-(フェニルカルバモイル)-4-フェニル-5-(4-フルオロフェニル)-1H-ピロール-1-イル]ヘプタン酸]カルシウム
  • アトロバスタチンカルシウム三水和物
  • アトルバスタチンヘミカルシウム塩
  • アトルバスタチン, カルシウム塩
  • アトルバスタチン カルシウム
  • アトルバスタチン カルシウム塩 三水和物
  • HMG‐CoAレダクターゼ阻害剤
  • 抗コレステロール薬
Copyright 2017 © ChemicalBook. All rights reserved