1,4-bis(2-(6-nitrobenzo[d][1,3]dioxol-5-yl)ethynyl)benzene | 1444000-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1,4-bis(2-(6-nitrobenzo[d][1,3]dioxol-5-yl)ethynyl)benzene
• CAS: 1444000-22-9
• 化学式: C₂₄H₁₂N₂O₈
• 分子量: 456.368
• InChiKey: APILZQRXCLMCFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  34.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  123.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,4-bis(2-(6-nitrobenzo[d][1,3]dioxol-5-yl)ethynyl)benzene 在 双(乙腈)氯化钯(II) 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以54%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of new bis-indolone-N-oxides

  摘要：

  A series of bis-indolone-N-oxides, 1a-f, was prepared from bis(ethynyl)benzenes and o-halonitroaryls and studied for their in vitro antiplasmodial activities against Plasmodium falciparum and representative strains of bacteria and candida as well as for their cytotoxicity against a human tumor cell line (MCF7). They did not cause any haemolysis (300 mu g mL(-1)). Of the synthesized bis-indolones, compound 1a had the most potent antiplasmodial activity (IC50 = 0.763 mu mol L-1 on the FcB1 strain) with a selectivity index (CC50 MCF7/IC50 FcB1) of 35.6. No potency against the tested microbial strains was observed. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2013.03.001
• 作为产物：
  描述：

  1,4-双[(三甲基硅基)乙炔基]苯 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1,4-bis(2-(6-nitrobenzo[d][1,3]dioxol-5-yl)ethynyl)benzene
  参考文献：
  名称：

  Synthesis and biological evaluation of new bis-indolone-N-oxides

  摘要：

  A series of bis-indolone-N-oxides, 1a-f, was prepared from bis(ethynyl)benzenes and o-halonitroaryls and studied for their in vitro antiplasmodial activities against Plasmodium falciparum and representative strains of bacteria and candida as well as for their cytotoxicity against a human tumor cell line (MCF7). They did not cause any haemolysis (300 mu g mL(-1)). Of the synthesized bis-indolones, compound 1a had the most potent antiplasmodial activity (IC50 = 0.763 mu mol L-1 on the FcB1 strain) with a selectivity index (CC50 MCF7/IC50 FcB1) of 35.6. No potency against the tested microbial strains was observed. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2013.03.001