N-(4-chlorophthalazin-1-yl)-N-hexanoylhexanamide | 1428340-18-4

• 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-(4-chlorophthalazin-1-yl)-N-hexanoylhexanamide
• CAS: 1428340-18-4
• 化学式: C₂₀H₂₆ClN₃O₂
• 分子量: 375.898
• InChiKey: ROTDOXLYTBSLFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-chlorophthalazin-1-yl)-N-hexanoylhexanamide 在 sodium acetate trihydrate 、 溶剂黄146 作用下， 以90%的产率得到N-(4-oxo-3H-phthalazin-1-yl)hexanamide
  参考文献：
  名称：

  Design, synthesis, and molecular modelling of pyridazinone and phthalazinone derivatives as protein kinases inhibitors

  摘要：

  The design and synthesis of pyridazinone and phthalazinone derivatives are described. Newly synthesized compounds were tested on a panel of four kinases in order to evaluate their activity and potential selectivity. In addition, the promising compounds were tested on four cancer cell lines to examine cytotoxic effects. The compounds inhibited DYRK1A and GSK3 with different activity. SAR analysis and docking calculations were carried out to aid in the interpretation of the results. Taken together, our findings suggest that pyridazinone and phthalazinone scaffolds are interesting starting points for design of potent GSK3 and DYRK1A inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.027
• 作为产物：
  描述：

  1,4-二氯酞嗪 在 ammonium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.58h， 生成 N-(4-chlorophthalazin-1-yl)-N-hexanoylhexanamide
  参考文献：
  名称：

  Design, synthesis, and molecular modelling of pyridazinone and phthalazinone derivatives as protein kinases inhibitors

  摘要：

  The design and synthesis of pyridazinone and phthalazinone derivatives are described. Newly synthesized compounds were tested on a panel of four kinases in order to evaluate their activity and potential selectivity. In addition, the promising compounds were tested on four cancer cell lines to examine cytotoxic effects. The compounds inhibited DYRK1A and GSK3 with different activity. SAR analysis and docking calculations were carried out to aid in the interpretation of the results. Taken together, our findings suggest that pyridazinone and phthalazinone scaffolds are interesting starting points for design of potent GSK3 and DYRK1A inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.027

文献信息

• Design, synthesis, and molecular modelling of pyridazinone and phthalazinone derivatives as protein kinases inhibitors
  作者：Mohamed Elagawany、Mohamed A. Ibrahim、Hany Emary Ali Ahmed、A.Sh. El-Etrawy、Adel Ghiaty、Zakaria K. Abdel-Samii、Said A. El-Feky、Jürgen Bajorath

  DOI：10.1016/j.bmcl.2013.02.027

  日期：2013.4

  The design and synthesis of pyridazinone and phthalazinone derivatives are described. Newly synthesized compounds were tested on a panel of four kinases in order to evaluate their activity and potential selectivity. In addition, the promising compounds were tested on four cancer cell lines to examine cytotoxic effects. The compounds inhibited DYRK1A and GSK3 with different activity. SAR analysis and docking calculations were carried out to aid in the interpretation of the results. Taken together, our findings suggest that pyridazinone and phthalazinone scaffolds are interesting starting points for design of potent GSK3 and DYRK1A inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.