2-bromo-11-chloro-6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-bromo-11-chloro-6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine
• 英文别名: 2-Bromo-11-chloro-6,7-dihydrobenzimidazolo[1,2-d][1,4]benzoxazepine；2-bromo-11-chloro-6,7-dihydrobenzimidazolo[1,2-d][1,4]benzoxazepine
• 化学式: C₁₅H₁₀BrClN₂O
• 分子量: 349.614
• InChiKey: GJOUAKSUVYSXKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(5-chloro-1H-benzimidazol-2-yl)-4-bromophenol 、 1,2-二溴乙烷 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到2-bromo-11-chloro-6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine
  参考文献：
  名称：

  6,7-Dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine derivatives as selective inhibitors of PI3Kα

  摘要：

  Twenty eight 6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives were synthesized and evaluated their biological activities as PI3K inhibitors. Biological evaluation against four human tumor cell lines revealed that most target compounds showed impressively better antiproliferative activities than that of LY294002. Among these compounds, compound 25 exhibited the most potent and selective activity for PI3K alpha, with the IC50 value of 0.016 mu M, an approximately 30-fold increase in comparison with LY294002, it also has an increased potency of approximately 11-fold for PI3K beta. It indicated the potential of developing 6,7-dihydrobenzo[f] benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives as the new PI3K alpha selective inhibitors for tumor treatment. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.052

文献信息

• 6,7-Dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine derivatives as selective inhibitors of PI3Kα
  作者：Yong Yin、Yan-Qing Zhang、Biao Jin、Shao Sha、Xun Wu、Chetan B. Sangani、She-Feng Wang、Fang Qiao、Ai-Min Lu、Peng-Cheng Lv、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2015.01.052

  日期：2015.3

  Twenty eight 6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives were synthesized and evaluated their biological activities as PI3K inhibitors. Biological evaluation against four human tumor cell lines revealed that most target compounds showed impressively better antiproliferative activities than that of LY294002. Among these compounds, compound 25 exhibited the most potent and selective activity for PI3K alpha, with the IC50 value of 0.016 mu M, an approximately 30-fold increase in comparison with LY294002, it also has an increased potency of approximately 11-fold for PI3K beta. It indicated the potential of developing 6,7-dihydrobenzo[f] benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives as the new PI3K alpha selective inhibitors for tumor treatment. (C) 2015 Elsevier Ltd. All rights reserved.