N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(thiophen-2-yl)thieno[3,2-d]pyrimidin-4-amine | 1135150-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(thiophen-2-yl)thieno[3,2-d]pyrimidin-4-amine
• 英文别名: N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-thiophen-2-ylthieno[3,2-d]pyrimidin-4-amine
• CAS: 1135150-70-7
• 化学式: C₂₃H₁₅ClFN₃OS₂
• 分子量: 467.975
• InChiKey: FMSVVUDMNOXYTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-溴-N-(3-氯-4-((3-氟苄基)氧基)苯基)噻吩并[3,2-d]嘧啶-4-胺 、 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(thiophen-2-yl)thieno[3,2-d]pyrimidin-4-amine
  参考文献：
  名称：

  Thienopyrimidine-based dual EGFR/ErbB-2 inhibitors

  摘要：

  Two new series of potent and selective dual EGFR/ErbB-2 kinase inhibitors derived from novel thienopyrimidine cores have been identified. Isomeric thienopyrimidine cores were evaluated as isosteres for a 4-anilinoquinazoline core and several analogs containing the thieno[3,2-d]pyrimidine core showed anti-proliferative activity with IC50 values less than 1 mu M against human tumor cells in vitro. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.011

文献信息

• Thienopyrimidine-based dual EGFR/ErbB-2 inhibitors
  作者：Tara R. Rheault、Thomas R. Caferro、Scott H. Dickerson、Kelly H. Donaldson、Michael D. Gaul、Aaron S. Goetz、Robert J. Mullin、Octerloney B. McDonald、Kimberly G. Petrov、David W. Rusnak、Lisa M. Shewchuk、Glenn M. Spehar、Anne T. Truesdale、Dana E. Vanderwall、Edgar R. Wood、David E. Uehling

  DOI：10.1016/j.bmcl.2008.12.011

  日期：2009.2

  Two new series of potent and selective dual EGFR/ErbB-2 kinase inhibitors derived from novel thienopyrimidine cores have been identified. Isomeric thienopyrimidine cores were evaluated as isosteres for a 4-anilinoquinazoline core and several analogs containing the thieno[3,2-d]pyrimidine core showed anti-proliferative activity with IC50 values less than 1 mu M against human tumor cells in vitro. (C) 2008 Elsevier Ltd. All rights reserved.