(4-bromophenyl)[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-bromophenyl)[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone
• 英文别名: (4-Bromophenyl)-[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone；(4-bromophenyl)-[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone
• 化学式: C₂₀H₁₅BrN₄O₃
• 分子量: 439.268
• InChiKey: AITZXYAQFRJFNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4-bromophenyl)[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone 在 potassium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以85%的产率得到6-[3-(4-bromobenzoyl)indolizin-1-yl]-4-methoxy-1,3,5-triazin-2(1H)-one
  参考文献：
  名称：

  Discovery of indolizines containing triazine moiety as new leads for the development of antitumoral agents targeting mitotic events

  摘要：

  A new family of 3-aroylindolizines bearing a dimethoxytriazine unit in their position 1 was designed, synthesized and evaluated for their ability to inhibit tubulin polymerization and cellular growth in vitro. Compound 39 was the best candidate in the current study with a GI(50) value of 870 nM on SNB-75 CNS cancer cells and of 920 nM on MDA-MB-231/ATCC breast cancer cells. The standard NCI Compare results indicated that indolizine 39 may target PLK1 (polo-like kinase 1). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.025
• 作为产物：
  描述：

  2,4'-二溴苯乙酮 在 三乙胺 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 48.0h， 生成 (4-bromophenyl)[1-(4,6-dimethoxy-1,3,5-triazin-2-yl)indolizin-3-yl]methanone
  参考文献：
  名称：

  Discovery of indolizines containing triazine moiety as new leads for the development of antitumoral agents targeting mitotic events

  摘要：

  A new family of 3-aroylindolizines bearing a dimethoxytriazine unit in their position 1 was designed, synthesized and evaluated for their ability to inhibit tubulin polymerization and cellular growth in vitro. Compound 39 was the best candidate in the current study with a GI(50) value of 870 nM on SNB-75 CNS cancer cells and of 920 nM on MDA-MB-231/ATCC breast cancer cells. The standard NCI Compare results indicated that indolizine 39 may target PLK1 (polo-like kinase 1). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.025

文献信息

• Discovery of indolizines containing triazine moiety as new leads for the development of antitumoral agents targeting mitotic events
  作者：Liliana Lucescu、Alina Ghinet、Dalila Belei、Benoît Rigo、Joëlle Dubois、Elena Bîcu

  DOI：10.1016/j.bmcl.2015.07.025

  日期：2015.9

  A new family of 3-aroylindolizines bearing a dimethoxytriazine unit in their position 1 was designed, synthesized and evaluated for their ability to inhibit tubulin polymerization and cellular growth in vitro. Compound 39 was the best candidate in the current study with a GI(50) value of 870 nM on SNB-75 CNS cancer cells and of 920 nM on MDA-MB-231/ATCC breast cancer cells. The standard NCI Compare results indicated that indolizine 39 may target PLK1 (polo-like kinase 1). (C) 2015 Elsevier Ltd. All rights reserved.