tert-butyl {3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate | 1122568-23-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: tert-butyl {3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate
• 英文别名: Tert-butyl {3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate；tert-butyl N-[3-[4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl]-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]carbamate
• CAS: 1122568-23-3
• 化学式: C₃₆H₄₆BCl₂NO₆
• 分子量: 670.481
• InChiKey: CSDLQMNAVVJGDC-UHFFFAOYSA-N

物化性质

• 沸点：
  748.4±60.0 °C(predicted)
• 密度：
  1.19±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.22
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-溴氯苯 、 tert-butyl {3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 丙醇 为溶剂， 生成 tert-butyl (2-(2'-chloro-3-methyl-[1,1'-biphenyl]-4-yl)-3-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl)propyl)carbamate
  参考文献：
  名称：

  Identification of a new biaryl scaffold generating potent renin inhibitors

  摘要：

  The discovery and SAR of a series of potent renin inhibitors possessing a novel biaryl scaffold are described herein. Molecular modeling revealed that the cyclopropylamide spacer present in 1 can be replaced by a simple, substituted aromatic ring such as a toluene in 2. The resulting compounds exhibit subnanomolar renin IC(50) and good oral bioavailability in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.127
• 作为产物：
  描述：

  tert-butyl (2-(4-bromo-2-methylphenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}propyl)carbamate 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 tert-butyl {3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-2-[2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl}carbamate
  参考文献：
  名称：

  [EN] RENIN INHIBITORS
  [FR] INHIBITEURS DE LA RÉNINE

  摘要：

  本发明涉及式(I)的联苯化合物。这些化合物是一种非肽性和低分子量的肾素抑制剂。该发明还涉及含有这些化合物的药物组合物，以及它们在心血管事件和肾功能不全治疗中的使用和方法。

  公开号：

  WO2009023964A1

文献信息

• [EN] RENIN INHIBITORS<br/>[FR] INHIBITEURS DE LA RÉNINE
  申请人：MERCK FROSST CANADA LTD

  公开号：WO2009023964A1

  公开（公告）日：2009-02-26

  The present invention relates to biphenyl compounds of formula (I). These compounds are renin inhibitors of a non- peptidic nature and of low molecular weight. The invention further relates to a pharmaceutical composition containing said compounds, as well as their use and method of treatment of cardiovascular events and renal insufficiency.

  本发明涉及式(I)的联苯化合物。这些化合物是一种非肽性和低分子量的肾素抑制剂。该发明还涉及含有这些化合物的药物组合物，以及它们在心血管事件和肾功能不全治疗中的使用和方法。
• RENIN INHIBITORS
  申请人：Juteau Helene

  公开号：US20110263658A1

  公开（公告）日：2011-10-27

  The present invention relates to biphenyl-based renin inhibitor compounds having amino-terminal groups, and their use in treating cardiovascular events and renal insufficiency.

  本发明涉及具有氨基端基团的双苯基酮型肾素抑制剂化合物及其在治疗心血管事件和肾功能不全方面的应用。
• Renin inhibitors
  申请人：Merck Sharp & Dohme Corp.

  公开号：US08334308B2

  公开（公告）日：2012-12-18

  The present invention relates to biphenyl-based renin inhibitor compounds having amino-terminal groups, and their use in treating cardiovascular events and renal insufficiency.

  本发明涉及基于联苯的肾素抑制剂化合物，具有氨基末端基团，并且它们在治疗心血管事件和肾功能不全方面的应用。
• Identification of a new biaryl scaffold generating potent renin inhibitors
  作者：Patrick Lacombe、Renée Aspiotis、Christopher Bayly、Austin Chen、Daniel Dubé、Réjean Fortin、Michel Gallant、Hélène Juteau、Suzanna Liu、Dan McKay、Patrick Roy、Tom Wu

  DOI：10.1016/j.bmcl.2010.07.127

  日期：2010.10

  The discovery and SAR of a series of potent renin inhibitors possessing a novel biaryl scaffold are described herein. Molecular modeling revealed that the cyclopropylamide spacer present in 1 can be replaced by a simple, substituted aromatic ring such as a toluene in 2. The resulting compounds exhibit subnanomolar renin IC(50) and good oral bioavailability in rats. (C) 2010 Elsevier Ltd. All rights reserved.