1-(4-bromophenyl)-3-(2,3-dimethylquinoxalin-6-yl)urea | 1369351-96-1

• 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: 1-(4-bromophenyl)-3-(2,3-dimethylquinoxalin-6-yl)urea
• CAS: 1369351-96-1
• 化学式: C₁₇H₁₅BrN₄O
• 分子量: 371.236
• InChiKey: WIMZYEVESFLHTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二胺 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 1-(4-bromophenyl)-3-(2,3-dimethylquinoxalin-6-yl)urea
  参考文献：
  名称：

  Perturbing pro-survival proteins using quinoxaline derivatives: A structure–activity relationship study

  摘要：

  In HeLa cells the combinatorial knockdown of Bcl-xL and Mcl-1 is sufficient to induce spontaneous apoptosis. Quinoxaline derivatives were screened for the induction of Mcl-1 dependent apoptosis using a cell line without functional Bcl-xL. Quinoxaline urea analog 1h was able to specifically induce apoptosis in an Mcl-1 dependent manner. We demonstrate that even small changes to 1h results in dramatic loss of activity. In addition, 1h and ABT-737 synergistically inhibit cell growth and induce apoptosis. Our results also suggest that 1h could have therapeutic potential against ABT-737 refractory cancer. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.022

文献信息

• Perturbing pro-survival proteins using quinoxaline derivatives: A structure–activity relationship study
  作者：Rajkumar Rajule、Vashti C. Bryant、Hernando Lopez、Xu Luo、Amarnath Natarajan

  DOI：10.1016/j.bmc.2012.02.022

  日期：2012.4

  In HeLa cells the combinatorial knockdown of Bcl-xL and Mcl-1 is sufficient to induce spontaneous apoptosis. Quinoxaline derivatives were screened for the induction of Mcl-1 dependent apoptosis using a cell line without functional Bcl-xL. Quinoxaline urea analog 1h was able to specifically induce apoptosis in an Mcl-1 dependent manner. We demonstrate that even small changes to 1h results in dramatic loss of activity. In addition, 1h and ABT-737 synergistically inhibit cell growth and induce apoptosis. Our results also suggest that 1h could have therapeutic potential against ABT-737 refractory cancer. (C) 2012 Elsevier Ltd. All rights reserved.