2,2'-di-isopropoxy-4,4'-dinitro-1,1'-biphenyl | 1400798-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-di-isopropoxy-4,4'-dinitro-1,1'-biphenyl
• 英文别名: 4-Nitro-1-(4-nitro-2-propan-2-yloxyphenyl)-2-propan-2-yloxybenzene；4-nitro-1-(4-nitro-2-propan-2-yloxyphenyl)-2-propan-2-yloxybenzene
• CAS: 1400798-97-1
• 化学式: C₁₈H₂₀N₂O₆
• 分子量: 360.367
• InChiKey: FSAFDLATHOUYJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2'-di-isopropoxy-4,4'-dinitro-1,1'-biphenyl 在 肼 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 生成 N,N'-(2,2'-di-isopropoxy-[1,1'-biphenyl]-4,4'-diyl)dipicolinimidamide dihydrochloride
  参考文献：
  名称：

  Synthesis, DNA binding and antileishmanial activity of low molecular weight bis-arylimidamides

  摘要：

  The effects of reducing the molecular weight of the antileishmanial compound DB766 on DNA binding affinity, antileishmanial activity and cytotoxicity are reported. The bis-arylimidamides were prepared by the coupling of aryl S-(2-naphthylmethyl)thioimidates with the corresponding amines. Specifically, we have prepared new series of bis-arylimidamides which include 3a, 3b, 6, 9a, 9b, 9c, 13, and 18. Three compounds 9a, 9c, and 18 bind to DNA with similar or moderately lower affinity to that of DB766, the rest of these compounds either show quite weak binding or no binding at all to DNA. Compounds 9a, 9c, and 13 were the most active against Leishmania amazonensis showing IC50 values of less than 1 mu M, so they were screened against intracellular Leishmania donovani showing outstanding activity with IC50 values of 25-79 nM. Despite exhibiting little in vitro cytotoxicity these three compounds were quite toxic to mice. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.058
• 作为产物：
  描述：

  1-bromo-2-isopropoxy-4-nitrobenzene 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 联硼酸频那醇酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以46%的产率得到2,2'-di-isopropoxy-4,4'-dinitro-1,1'-biphenyl
  参考文献：
  名称：

  Synthesis, DNA binding and antileishmanial activity of low molecular weight bis-arylimidamides

  摘要：

  The effects of reducing the molecular weight of the antileishmanial compound DB766 on DNA binding affinity, antileishmanial activity and cytotoxicity are reported. The bis-arylimidamides were prepared by the coupling of aryl S-(2-naphthylmethyl)thioimidates with the corresponding amines. Specifically, we have prepared new series of bis-arylimidamides which include 3a, 3b, 6, 9a, 9b, 9c, 13, and 18. Three compounds 9a, 9c, and 18 bind to DNA with similar or moderately lower affinity to that of DB766, the rest of these compounds either show quite weak binding or no binding at all to DNA. Compounds 9a, 9c, and 13 were the most active against Leishmania amazonensis showing IC50 values of less than 1 mu M, so they were screened against intracellular Leishmania donovani showing outstanding activity with IC50 values of 25-79 nM. Despite exhibiting little in vitro cytotoxicity these three compounds were quite toxic to mice. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.058