2-N-[4-[4-(trifluoromethyl)phenoxy]phenyl]pyrimidine-2,4-diamine | 1366234-42-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-N-[4-[4-(trifluoromethyl)phenoxy]phenyl]pyrimidine-2,4-diamine
• CAS: 1366234-42-5
• 化学式: C₁₇H₁₃F₃N₄O
• 分子量: 346.312
• InChiKey: UYHQZAYRYVKPCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  73.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氨基-2-氯嘧啶 、 4-(4-三氟甲基苯氧基)苯胺 在 盐酸 作用下， 以 甲醇 为溶剂， 以26%的产率得到2-N-[4-[4-(trifluoromethyl)phenoxy]phenyl]pyrimidine-2,4-diamine
  参考文献：
  名称：

  The discovery of aminopyrazines as novel, potent Nav1.7 antagonists: Hit-to-lead identification and SAR

  摘要：

  Herein the discovery of a novel class of aminoheterocyclic Na(v)1.7 antagonists is reported. Hit compound 1 was potent but suffered from poor pharmacokinetics and selectivity. The compact structure of 1 offered a modular synthetic strategy towards a broad structure-activity relationship analysis. This analysis led to the identification of aminopyrazine 41, which had vastly improved hERG selectivity and pharmacokinetic properties. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.023

文献信息

• The discovery of aminopyrazines as novel, potent Nav1.7 antagonists: Hit-to-lead identification and SAR
  作者：Howard Bregman、Hanh Nho Nguyen、Elma Feric、Joseph Ligutti、Dong Liu、Jeff S. McDermott、Ben Wilenkin、Anruo Zou、Liyue Huang、Xingwen Li、Stefan I. McDonough、Erin F. DiMauro

  DOI：10.1016/j.bmcl.2012.01.023

  日期：2012.3

  Herein the discovery of a novel class of aminoheterocyclic Na(v)1.7 antagonists is reported. Hit compound 1 was potent but suffered from poor pharmacokinetics and selectivity. The compact structure of 1 offered a modular synthetic strategy towards a broad structure-activity relationship analysis. This analysis led to the identification of aminopyrazine 41, which had vastly improved hERG selectivity and pharmacokinetic properties. (C) 2012 Elsevier Ltd. All rights reserved.