CAS: 441798-25-0; N-[5-(4-Bromophenyl)-6-{2-[(5-Bromo-2-Pyrimidinyl)Oxy]Ethoxy}-4-Pyrimidinyl]-N'-Methylsulfuric Diamide

英文名称N-[5-(4-Bromophenyl)-6-{2-[(5-Bromo-2-Pyrimidinyl)Oxy]Ethoxy}-4-Pyrimidinyl]-N'-Methylsulfuric Diamide
中文名称马西替坦原料药杂质B
其它别名Macitentan Impurity A; Macitentan N-Despropyl-N-Methyl Impurity; Sulfamide, N-[5-(4-Bromophenyl)-6-[2-[(5-Bromo-2-Pyrimidinyl)Oxy]Ethoxy]-4-Pyrimidinyl]-N'-Methyl-; Macitentan N-Despropyl-N-Methyl Impurity/ Macitentan N-Methyl Analog; 5-(4-Bromophenyl)-6-[2-(5-Bromopyrimidin-2-Yl)Oxyethoxy]-N-(Methylsulfamoyl)Pyrimidin-4-Amine; Macitentan Impurity 03; N-[5-(4-Bromophenyl)-6-({2-[(5-Bromopyrimidin-2-Yl)Oxy]Ethyl}Oxy)Pyrimidin-4-Yl]-1-Methylazanesulfonamide
CAS编号441798-25-0
分子式:C17H16Br2N6O4S分子量:560.22
产品CID: 1450556
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: BRSITRUZDCGGKH-UHFFFAOYSA-N
InChI=1S/C17H16Br2N6O4S/c1-20-30(26,27)25-15-14(11-2-4-12(18)5-3-11)16(24-10-23-15)28-6-7-29-17-21-8-13(19)9-22-17/h2-5,8-10,20H,6-7H2,1H3,(H,23,24,25)
计算化学: 氢键受体数10.0氢键供体数2.0可旋转键数9.0

MSDS等安全信息

警示词Warning
危险描述H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
防范说明P264Thoroughly clean after treatmentP280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective maskP305If it enters the eyesP351Rinse carefully with water for a few minutesP338Remove the contact lens(If any)And easy to operate,Continue flushingP337If eye irritation persistsP313Obtain medical advice/care
安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body

上下游产品

2-(4-bromophenyl)-acetic acid (4-bromo-phenyl)-acetic acid methyl ester 2-(4-bromophenyl)-malonic acid dimethyl ester 5-(4-bromophenyl)-4,6-dihydroxypyrimidine

合成工艺路线路线简述

107-21-1 + 146533-41-7 + 32779-36-5 = 441798-25-0
反应条件:1.1 Solvents: Dimethyl Sulfoxide; 48 H,Rt1.2 Reagents: Potassium Tert-Butoxide Solvents: Dimethyl Acetal; Rt; 10 Min,40 °C1.3 70 H,100 °C1.4 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 15 Min,Rt1.5 Solvents: Dimethylformamide; Rt -> 60 °C; 2 H,60 °C
标题:The Discovery Of N-[5-(4-Bromophenyl)-6-[2-[(5-Bromo-2-Pyrimidinyl)Oxy]Ethoxy]-4-Pyrimidinyl]-N'-Propylsulfamide (Macitentan),An Orally Active,Potent Dual Endothelin Receptor Antagonist
作者:Bolli,Martin H.; Boss,Christoph; Binkert,Christoph; Buchmann,Stephan; Bur,Daniel; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2012 卷标:55(17) 页码:7849-7861

📜4-溴苯乙酸甲酯置于potassium Tert-Butylate,Sodium,Sodium Hydride,三氯氧磷体系中,用四氢呋喃,甲醇,乙二醇二甲醚,二甲基亚砜,N,N-二甲基苯胺,Mineral Oil 作为反应溶剂,化学反应 173.42H,反应生成马西替坦原料药杂质b
参考文献:的发现ñ-[5-(4-溴苯基)-6-[2-[(5-溴-2-嘧啶基)氧基]乙氧基]-4-嘧啶基]-ñ '-Propylsulfamide(美西特田),一种口服活性,强效双重内皮素受体拮抗剂
标题:的发现ñ-[5-(4-溴苯基)-6-[2-[(5-溴-2-嘧啶基)氧基]乙氧基]-4-嘧啶基]-ñ '-Propylsulfamide(美西特田),一种口服活性,强效双重内皮素受体拮抗剂
摘要:从波生坦(1)的结构开始,我们着手于一项药物化学程序,旨在鉴定具有高口服功效的新型有效的双重内皮素受体拮抗剂.这导致发现了一系列新的烷基磺酰胺取代的嘧啶.其中,化合物17(macitentan,Act-064992)引起了人们的特别关注,因为它是对et B受体具有显着亲和力的et A的有效抑制剂,并且在高血压dahl盐敏感性大鼠中显示出优异的药代动力学特性和高体内功效.化合物17成功完成了一项肺动脉高压的长期iii期临床试验.
DOI:10.1021/jm3009103