(3-Chloro-4-fluoro-phenyl)-[6-(1-ethoxy-vinyl)-quinazolin-4-yl]-amine | 659747-32-7

• 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: (3-Chloro-4-fluoro-phenyl)-[6-(1-ethoxy-vinyl)-quinazolin-4-yl]-amine
• CAS: 659747-32-7
• 化学式: C₁₈H₁₅ClFN₃O
• 分子量: 343.788
• InChiKey: SDAJNWUYYKPXNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.04
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3-Chloro-4-fluoro-phenyl)-[6-(1-ethoxy-vinyl)-quinazolin-4-yl]-amine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-{4-[4-(3-Chloro-4-fluoro-phenylamino)-quinazolin-6-yl]-thiazol-2-ylmethyl}-2,2,2-trifluoro-N-(2-methanesulfonyl-ethyl)-acetamide
  参考文献：
  名称：

  Discovery and Biological Evaluation of Potent Dual ErbB-2/EGFR Tyrosine Kinase Inhibitors: 6-Thiazolylquinazolines

  摘要：

  We have identified a novel class of 6-thiazolylquinazolines as potent and selective inhibitors of both ErbB-2 and EGFR tyrosine kinase activity, with IC50 values in the nanomolar range. These compounds inhibited the growth of both EGFR (HN5) and ErbB-2 (BT474) over-expressing human tumor cell lines in vitro. Using xenograft models of the same cell lines. we found that the compounds given orally inhibited in vivo tumor growth significantly compared with control animals. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01047-8
• 作为产物：
  描述：

  4-氯-6-碘喹唑啉 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 异丙醇 为溶剂， 生成 (3-Chloro-4-fluoro-phenyl)-[6-(1-ethoxy-vinyl)-quinazolin-4-yl]-amine
  参考文献：
  名称：

  Discovery and Biological Evaluation of Potent Dual ErbB-2/EGFR Tyrosine Kinase Inhibitors: 6-Thiazolylquinazolines

  摘要：

  We have identified a novel class of 6-thiazolylquinazolines as potent and selective inhibitors of both ErbB-2 and EGFR tyrosine kinase activity, with IC50 values in the nanomolar range. These compounds inhibited the growth of both EGFR (HN5) and ErbB-2 (BT474) over-expressing human tumor cell lines in vitro. Using xenograft models of the same cell lines. we found that the compounds given orally inhibited in vivo tumor growth significantly compared with control animals. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01047-8