N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[2-(2-thia-6-azaspiro[3.3]heptan-6-yl)ethoxy]quinazolin-4-amine | 1456070-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[2-(2-thia-6-azaspiro[3.3]heptan-6-yl)ethoxy]quinazolin-4-amine
• CAS: 1456070-10-2
• 化学式: C₂₂H₂₂ClFN₄O₂S
• 分子量: 460.96
• InChiKey: YBCQFRVZDQPKRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-(3-chloro-4-fluorophenylamino)-6-(2-chloroethoxy)-7-methoxyquinazoline 在 potassium carbonate 、 丙酮 、 potassium iodide 作用下， 生成 N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[2-(2-thia-6-azaspiro[3.3]heptan-6-yl)ethoxy]quinazolin-4-amine
  参考文献：
  名称：

  Four-membered heterocycles-containing 4-anilino-quinazoline derivatives as epidermal growth factor receptor (EGFR) kinase inhibitors

  摘要：

  We report herein the design and synthesis of novel azaspirocycle or azetidine substituted 4-anilinoquinazoline derivatives. The EGFR inhibitory activities and in vitro antitumor potency of these newly synthesized compounds against two lung cancer cell lines HCC827 and A549 were evaluated. Most of the target compounds possess good inhibitory potency. In particular, compounds 21g with 2-oxa-6-azaspiro[3.4] octane substituent was found to possess higher EGFR inhibitory activities and similar antitumor potency comparing to the lead compound gefitinib with improved water solubility. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.049

文献信息

• Four-membered heterocycles-containing 4-anilino-quinazoline derivatives as epidermal growth factor receptor (EGFR) kinase inhibitors
  作者：Feng Zhao、Zhaohu Lin、Feng Wang、Weili Zhao、Xiaochun Dong

  DOI：10.1016/j.bmcl.2013.07.049

  日期：2013.10

  We report herein the design and synthesis of novel azaspirocycle or azetidine substituted 4-anilinoquinazoline derivatives. The EGFR inhibitory activities and in vitro antitumor potency of these newly synthesized compounds against two lung cancer cell lines HCC827 and A549 were evaluated. Most of the target compounds possess good inhibitory potency. In particular, compounds 21g with 2-oxa-6-azaspiro[3.4] octane substituent was found to possess higher EGFR inhibitory activities and similar antitumor potency comparing to the lead compound gefitinib with improved water solubility. (C) 2013 Elsevier Ltd. All rights reserved.