5-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)thieno[2,3-d]pyrimidin-6-yl)-1H-pyrrole-2-carbaldehyde | 1173700-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 5-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)thieno[2,3-d]pyrimidin-6-yl)-1H-pyrrole-2-carbaldehyde
• CAS: 1173700-89-4
• 化学式: C₂₄H₁₆ClFN₄O₂S
• 分子量: 478.934
• InChiKey: IHLOGSIWNBJTKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.61
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  79.9
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(甲磺酰基)乙胺 、 5-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)thieno[2,3-d]pyrimidin-6-yl)-1H-pyrrole-2-carbaldehyde 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(5-((2-(methylsulfonyl)ethylamino)methyl)-1H-pyrrol-2-yl)thieno[2,3-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
• 作为产物：
  描述：

  N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(1H-pyrrol-2-yl)thieno[2,3-d]pyrimidin-4-amine 、 (氯亚甲基)二甲基氯化铵 在 sodium hydroxide 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)thieno[2,3-d]pyrimidin-6-yl)-1H-pyrrole-2-carbaldehyde
  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