di-tert-butyl [2-(2-naphthyl)ethyl]malonate | 1085776-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: di-tert-butyl [2-(2-naphthyl)ethyl]malonate
• CAS: 1085776-00-6
• 化学式: C₂₃H₃₀O₄
• 分子量: 370.489
• InChiKey: HUEOIKOSSKCOPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl [2-(2-naphthyl)ethyl]malonate 在 chromium(VI) oxide 、 过碘酸 作用下， 以 乙腈 为溶剂， 以39%的产率得到di-tert-butyl [2-(1,4-dioxo-1,4-dihydronaphthalen-2-yl)ethyl]malonate
  参考文献：
  名称：

  Novel naphthoquinone and quinolinedione inhibitors of CDC25 phosphatase activity with antiproliferative properties

  摘要：

  CDC25 phosphatases are considered as attractive targets for anti-cancer therapy. To date, quinone derivatives are among the most potent inhibitors of CDC25 phosphatase activity. We present in this paper the synthesis and the biological evaluation of new quinolinedione and naphthoquinone derivatives, containing carboxylic or malonic acids groups introduced to mimic the role of the phosphate moieties of Cyclin-Dependent Kinase complexes. The most efficient compounds show inhibitory activity against CDC25B with IC(50) values in the 10 mu M range, and are cytotoxic against HeLa cells. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.08.009
• 作为产物：
  描述：

  丙二酸二叔丁酯 、 2-(2-溴-乙基)-萘 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以85%的产率得到di-tert-butyl [2-(2-naphthyl)ethyl]malonate
  参考文献：
  名称：

  Novel naphthoquinone and quinolinedione inhibitors of CDC25 phosphatase activity with antiproliferative properties

  摘要：

  CDC25 phosphatases are considered as attractive targets for anti-cancer therapy. To date, quinone derivatives are among the most potent inhibitors of CDC25 phosphatase activity. We present in this paper the synthesis and the biological evaluation of new quinolinedione and naphthoquinone derivatives, containing carboxylic or malonic acids groups introduced to mimic the role of the phosphate moieties of Cyclin-Dependent Kinase complexes. The most efficient compounds show inhibitory activity against CDC25B with IC(50) values in the 10 mu M range, and are cytotoxic against HeLa cells. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.08.009