4-(2-amino-2-methyl-propoxy)-phenylamine | 860032-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-amino-2-methyl-propoxy)-phenylamine
• 英文别名: 2,4-Diaminoisobutoxybenzene；4-(2-amino-2-methylpropoxy)aniline
• CAS: 860032-57-1
• 化学式: C₁₀H₁₆N₂O
• 分子量: 180.25
• InChiKey: YUTMEBRYSJBVKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-amino-2-methyl-propoxy)-phenylamine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 氢气 、 palladium(II) hydroxide 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 triethylamine tris(hydrogen fluoride) 、 sodium t-butanolate 作用下， 以 乙醇 、 异丙醇 、 甲苯 为溶剂， 生成 TD-4306
  参考文献：
  名称：

  Discovery of TD-4306, a long-acting β2-agonist for the treatment of asthma and COPD

  摘要：

  A multivalent approach focused on amine-based secondary binding groups was applied to the discovery of long-acting inhaled beta(2)-agonists. Addition of amine moieties to the neutral secondary binding group of an existing beta(2)-agonist series was found to provide improved in vivo efficacy, but also led to the formation of biologically active aldehyde metabolites which were viewed as a risk for the development of these compounds. Structural simplification of the scaffold and blocking the site of metabolism to prevent aldehyde formation afforded a potent series of dibasic beta(2)-agonists with improved duration of action relative to their monobasic analogs. Additional optimization led to the discovery of 29 (TD-4306), a potent and selective beta(2)-agonist with potential for once-daily dosing. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.095
• 作为产物：
  描述：

  2-methyl-1-(4-nitrophenoxy)propan-2-amine 在 5%-palladium/activated carbon 氢气 作用下， 以 industrial methylated spirits 为溶剂， 生成 4-(2-amino-2-methyl-propoxy)-phenylamine
  参考文献：
  名称：

  WO2006/74897

  摘要：

  公开号：

文献信息

• Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
  作者：Yitao Zhang、Balaram S. Takale、Fabrice Gallou、John Reilly、Bruce H. Lipshutz

  DOI：10.1039/c9sc03710a

  日期：——

  Greening-up aminations: a well-defined palladium pre-catalyst enables ppm-level Pd-catalyzed C–N cross couplings in water under very mild conditions. Comparisons using this protocol vs. traditional amination conditions for preparing key medicinal intermediates are demonstrated.

  绿色氨化：一个明确定义的钯前驱催化剂使得在非常温和的条件下，水中进行ppm级钯催化的C-N交叉偶联成为可能。使用这种方案与传统的氨化条件进行比较，以制备关键的药用中间体。
• Aryl aniline derivatives as beta2 adrenergic receptor agonists
  申请人：McKinnell M. Robert

  公开号：US20050159448A1

  公开（公告）日：2005-07-21

  The invention provides novel β 2 adrenergic receptor agonist compounds. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat diseases associated with β 2 adrenergic receptor activity, and processes and intermediates useful for preparing such compounds.

  这项发明提供了新型的β2肾上腺素受体激动剂化合物。该发明还提供了包含这些化合物的药物组合物，使用这些化合物治疗与β2肾上腺素受体活性相关的疾病的方法，以及用于制备这些化合物的过程和中间体。
• ARYL ANILINE DERIVATIVES AS BETA2 ADRENERGIC RECEPTOR AGONISTS
  申请人：McKinnell Robert M.

  公开号：US20100087410A1

  公开（公告）日：2010-04-08

  The invention provides novel β 2 adrenergic receptor agonist compounds. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat diseases associated with β 2 adrenergic receptor activity, and processes and intermediates useful for preparing such compounds.

  本发明提供了新型的β2肾上腺素能受体激动剂化合物。本发明还提供包含这些化合物的药物组合物，使用这些化合物治疗与β2肾上腺素能受体活性相关的疾病的方法，以及用于制备这些化合物的过程和中间体。
• WO2006/74897
  申请人：——

  公开号：——

  公开（公告）日：——
• US7622467B2
  申请人：——

  公开号：US7622467B2

  公开（公告）日：2009-11-24