5,8-dihydroxy-2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione | 943867-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 5,8-dihydroxy-2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione
• CAS: 943867-72-9
• 化学式: C₂₀H₁₈N₂O₄
• 分子量: 350.374
• InChiKey: GYSIKJGWLZWHBX-UHFFFAOYSA-N

物化性质

• 沸点：
  631.6±55.0 °C(Predicted)
• 密度：
  1.437±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 萘茜 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 5,8-dihydroxy-2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione
  参考文献：
  名称：

  Atovaquone derivatives as potent cytotoxic and apoptosis inducing agents

  摘要：

  2-Piperazinyl naphthoquinones (2) and 2-piperidinyl naphthoquinones (3) were designed and synthesized as new cytotoxic and apoptosis inducing agents by utilizing the anti-parasite drug atovaquone as lead compound. Several compounds displayed significantly improved cytotoxic activities against a panel of cancer cell lines than that of atovaquone. These compounds also induced apoptosis through activating pro-apoptotic caspases 9 and 3. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.044

文献信息

• Atovaquone derivatives as potent cytotoxic and apoptosis inducing agents
  作者：Jing Zhou、Lei Duan、Huaming Chen、Xiaomei Ren、Zhang Zhang、Fengtao Zhou、Jinsong Liu、Duanqing Pei、Ke Ding

  DOI：10.1016/j.bmcl.2009.07.044

  日期：2009.9

  2-Piperazinyl naphthoquinones (2) and 2-piperidinyl naphthoquinones (3) were designed and synthesized as new cytotoxic and apoptosis inducing agents by utilizing the anti-parasite drug atovaquone as lead compound. Several compounds displayed significantly improved cytotoxic activities against a panel of cancer cell lines than that of atovaquone. These compounds also induced apoptosis through activating pro-apoptotic caspases 9 and 3. (C) 2009 Elsevier Ltd. All rights reserved.