ChemicalBook
Chinese english Germany Korea

アリスキレンヘミフマル酸塩

アリスキレンヘミフマル酸塩 化学構造式
173334-58-2
CAS番号.
173334-58-2
化学名:
アリスキレンヘミフマル酸塩
别名:
アリスキレンヘミフマル酸塩;ヘミフマル酸アリスキレン;アリスキレンフマル酸塩;アリスキレンフマル酸塩 (JAN)
英語化学名:
Aliskiren hemifumarate
英語别名:
Unii-C8A0p8G029;ALISKIREN FUMARATE;skiren heMifuMarate;Rasilez HeMifuMarate;Tekturna HeMifuMarate;Aliskiren hemifumarate;Aliskiren hemifumerate;Aliskiren-D6 HeMifuMarate;Aliskiren hemifumarate USP/EP/BP;(2S,4S,5S,7S)-5-Amino-N-(2-carbamoyl-2-methylpropyl)-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide hemifumarate
CBNumber:
CB21471023
化学式:
C30H53N3O6
分子量:
551.75832
MOL File:
173334-58-2.mol

アリスキレンヘミフマル酸塩 物理性質

融点 :
72-75?C
貯蔵温度 :
Hygroscopic, -20°C Freezer, Under Inert Atmosphere

安全性情報

アリスキレンヘミフマル酸塩 価格 もっと(13)

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) W01COBQJ-1671 ヘミフマル酸アリスキレン
Aliskiren hemifumarate
173334-58-2 250mg ¥36000 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQJ-1671 ヘミフマル酸アリスキレン
Aliskiren hemifumarate
173334-58-2 1g ¥86400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQJ-1671
Aliskiren hemifumarate
173334-58-2 5g ¥259200 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQJ-1671
Aliskiren hemifumarate
173334-58-2 10g ¥432000 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01TOC5491
Aliskiren hemifumarate
173334-58-2 50mg ¥235000 2021-03-23 購入

アリスキレンヘミフマル酸塩 化学特性,用途語,生産方法

外観

白色~うすい褐色、結晶性粉末~粉末又は塊

溶解性

水溶状:試験適合

用途

レニン阻害剤です。レニン- ア ンジオテンシン- アルドステロン系(RAA 系) の出発物質であるアンジオテンシノーゲンに作 用するレニンを阻害することにより、RAA 系の 最終物質であるアンジオテンシンⅡの生成を抑 制し、降圧作用を示します。

効能

血圧降下薬, レニン阻害薬

商品名

ラジレス (オーファンパシフィック)

説明

Last March, the U.S. became the first country to approve Tekturna® (aliskiren fumarate; Novartis/Speedel), a first-inclass antihypertensive agent. The once-daily, oral, direct renin inhibitor received FDA approval for treatment of high blood pressure as mono therapy or in combination with other antihypertensive medications.Furthermore, aliskiren demonstrated increased efficacy when used in combination with other commonly used blood pressure-lowering medications. Novartis is conducting a large outcome trial program to evaluate the long-term effects of aliskiren and of direct renin inhibition in general.

化学的特性

White Solid

使用

Aliskiren hemifumarate is a direct renin inhibitor with IC50 of 1.5 nM

使用

An orally active, synthetic nonpeptide renin inhibitor. Antihypertensive.

定義

ChEBI: The hemifumarate salt of aliskiren.

Chemical Synthesis

The synthesis of aliskiren by Novartis is depicted in the scheme.Aliskiren (I) was synthesized through a convergent synthetic strategy by coupling key intermediate chloride 5 with aldehyde 10. Hydrogenation of cinnamic acid 1, followed by generation of the acid chloride of the corresponding acid and reaction with (+)-pseudoephedrine provided amide 2 in 91% yield. Deprotonation of amide 2 with LDA followed by alkylation with 2-iodopropane in refluxing THF gave 3 as a single diastereomer in 52% yield. Reduction of the amide functionality in 3 using n-butyl lithium boron trifluoride ammonium complex proceeded without epimerization of the chiral center to give alcohol 4 in 66% yield. Chlorination of 4 using phosphorus oxychloride gave chloride 5, in 78% yield as the organometallic precursor for the eventual coupling to aldehyde 10. Synthesis of fragment 10 commenced with (+)-pseudoephedrine isovaleramide 6, which was efficiently deprotonated with LDA and alkylated using allyl bromide; diastereomerically pure 7 was obtained upon crystallization of the crude reaction mixture in 78% yield. Bromolactonization of 7, using n-bromosuccinimide in the absence of acetic acid gave amide acetal 8 with a single configuration at the spirocenter and a 6:1 mixture of trans:cis ring substituents. Displacement of the bromide using tetrabutylammonium acetate followed by basic hydrolysis provided alcohol 9 in 85% yield. Oxidation of 9 using dimethyl sulfoxide-sulfur trioxide/pyridine proceeded without epimerization to furnish the masked lactone aldehyde 10 in 60% yield. Coupling of fragments 5 and 10 was achieved by treatment of 10 with the organocerium reagent of the corresponding Grignard reagent prepared from 5. Hydrolysis of the crude spirocyclic addition product revealed that the hydroxylactone 11 was formed in 51% overall yield as an inseparable epimeric mixture with a Felkin-Anh selectivity of 85:15. The requisite nitrogen functionality was installed via the brosylate to give azido lactone 12 in 68% yield. Aminolysis with 3-amino-2,2-dimethylpropionamide led to formation of the open chain azido alcohol 13 in 76% yield. The synthesis of aliskiren was completed by azide hydrogenolysis and formation of the hemifumarate salt. Generation of pure aliskiren was achieved via crystallization which removed the residual minor (R)-epimer carried through from the Grignard addition step to afford aliskiren (I) in 43% yield.

アリスキレンヘミフマル酸塩 上流と下流の製品情報

原材料

準備製品


アリスキレンヘミフマル酸塩 生産企業

Global( 175)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
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21259 58
Nanjing Gold Pharmaceutical Technology Co. Ltd.
025-84209270 15906146951
025-84209270 wgp@nanjing-pharmaceutical.com CHINA 115 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29983 58
Biochempartner
0086-13720134139
candy@biochempartner.com CHINA 968 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6369 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19843 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37041 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47494 58

173334-58-2(アリスキレンヘミフマル酸塩)キーワード:


  • 173334-58-2
  • (2S,4S,5S,7S)-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-8-methylnonanamide hemifumarate
  • Aliskiren hemifumarate (2S,4S,5S,7S)-5-Amino-N-(2-carbamoyl-2-methylpropyl)-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide hemifumarate
  • ALISKIREN FUMARATE
  • (2S,4S,5S,7S)-5-Amino-N-(2-carbamoyl-2-methylpropyl)-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide hemifumarate
  • Benzeneoctanamide, delta-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-gamma-hydroxy-4-methoxy-3-(3-methoxypropoxy)-alpha,zeta-bis(1-methylethyl)-, (alphas,gammas,deltas,zetas)-, (2E)-2-butenedioate (2:1) (salt)
  • Aliskiren hemifumarate
  • (αS,γS,δS,ζS)-δ-Amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-γ-hydroxy-4-methoxy-3-(3-methoxypropoxy)-α,ζ-bis(1-methylethyl)benzeneoctanamide hemifumarate
  • Unii-C8A0p8G029
  • Aliskiren-D6 HeMifuMarate
  • (αS,γS,δS,zS)-δ-AMino-N-(3-aMino-2,2-diMethyl-3-oxopropyl)-γ-hydroxy-4-Methoxy-3-(3-Methoxypropoxy)-α,z-bis(1-Methylethyl)benzeneoctanaMide HeMifuMarate
  • Rasilez HeMifuMarate
  • Tekturna HeMifuMarate
  • skiren heMifuMarate
  • Benzeneoctanamide, δ-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-γ-hydroxy-4-methoxy-3-(3-methoxypropoxy)-α,ζ-bis(1-methylethyl)-, (αS,γS,δS,ζS)-, (2E)-2-butenedioate (2:1)
  • Aliskiren hemifumerate
  • Aliskiren hemifumarate USP/EP/BP
  • アリスキレンヘミフマル酸塩
  • ヘミフマル酸アリスキレン
  • アリスキレンフマル酸塩
  • アリスキレンフマル酸塩 (JAN)
Copyright 2017 © ChemicalBook. All rights reserved