7-chloro-3-ethyl-5,8-dihydroxy-2,6-dimethoxy-1,4-naphthoquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-chloro-3-ethyl-5,8-dihydroxy-2,6-dimethoxy-1,4-naphthoquinone
• 英文别名: 2,6-dimethoxy-7-chloro-3-ethylnaphthazarin；5,8-Dihydroxy-2,6-dimethoxy-3-chloro-7-ethyl-1,4-naphthoquinone；6-chloro-2-ethyl-5,8-dihydroxy-3,7-dimethoxynaphthalene-1,4-dione
• 化学式: C₁₄H₁₃ClO₆
• 分子量: 312.707
• InChiKey: SOWIEMMIIKCTTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 3-chloro-2,7-dihydroxynaphthazarin 以 乙醚 为溶剂， 以60%的产率得到7-chloro-3-ethyl-2,5,8-trihydroxy-6-methoxy-1,4-naphthoquinone
  参考文献：
  名称：

  摘要：

  A set of substituted 2-hydroxy-6(7)-methoxynaphthazarins and 7(8)-hydroxypyranonaphthazarins were synthesized. The IR spectra of 2-hydroxy-6-methoxynaphthazarins and 7-hydroxypyranonaphthazarins, on the one hand, and of 2-hydroxy-7-methoxynaphthazarins and 8-hydroxypyranonaphthazarins, on the other hand, have the characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. These regularities confirm the structures of cristazarin and 6-methylcristazarin, which are metabolites of lichen Cladonia cristatella.

  DOI：

  10.1023/a:1009533403588

文献信息

• Cytotoxic activity of intermediates and side products of echinochrome synthesis
  作者：N. D. Pokhilo、M. I. Kiseleva、V. V. Makhan’kov、V. Ph. Anufriev

  DOI：10.1007/s10600-008-9044-9

  日期：2008.5

  The cytotoxic activity of the principal intermediates and side products of echinochrome synthesis toward gametes of the sea urchin Strogylocentrotus intermedius was studied. Di-and trichloro naphthazarin derivatives with two vicinal Cl atoms were the most active.

  研究了主要中间体和海胆刺球藻（Strogylocentrotus intermedius）配子的毒性活性。具有两个邻位氯原子的二氯和三氯萘嗪衍生物是最活跃的。
• ——
  作者：V. P. Glazunov、A. Ya. Tchizhova、O. P. Shestak、G. I. Sopel"nyak、V. Ph. Anufriev

  DOI：10.1023/a:1009533403588

  日期：——

  A set of substituted 2-hydroxy-6(7)-methoxynaphthazarins and 7(8)-hydroxypyranonaphthazarins were synthesized. The IR spectra of 2-hydroxy-6-methoxynaphthazarins and 7-hydroxypyranonaphthazarins, on the one hand, and of 2-hydroxy-7-methoxynaphthazarins and 8-hydroxypyranonaphthazarins, on the other hand, have the characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. These regularities confirm the structures of cristazarin and 6-methylcristazarin, which are metabolites of lichen Cladonia cristatella.