4-(4-nitro-phenyl)-1,2-diphenyl-2,5-dihydro-1H-imidazole 3-oxide

• 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: 4-(4-nitro-phenyl)-1,2-diphenyl-2,5-dihydro-1H-imidazole 3-oxide
• 英文别名: 5-(4-Nitrophenyl)-1-oxido-2,3-diphenyl-2,4-dihydroimidazol-1-ium
• 化学式: C₂₁H₁₇N₃O₃
• 分子量: 359.384
• InChiKey: YEUOXRJXMXGEDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酮,2-溴-1-(4-硝基苯基)-,肟 、 N-苄叉苯胺 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 以73%的产率得到4-(4-nitro-phenyl)-1,2-diphenyl-2,5-dihydro-1H-imidazole 3-oxide
  参考文献：
  名称：

  深入分析亚硝基烯烃在环加成反应中取代基对亚胺的影响

  摘要：

  据报道，对简单的无环亚胺与亚硝基烯烃的反应进行了深入的实验和理论分析。系统地研究了取代基对亚胺的氮以及碳原子在随后的环加成途径上的影响。还研究了各种功能化的亚胺与亚硝基烯烃的反应导致咪唑和咪唑-N-氧化物的形成。已经提出了导致各种杂环的合理机制。

  DOI：

  10.1016/j.tet.2006.03.047

文献信息

• Effect of iminic nitrogen substituents on [4+2] versus [3+2] cycloaddition pathways in reactions of nitrosoalkenes with simple acyclic imines: an experimental and theoretical investigation
  作者：Alka Marwaha、P.V. Bharatam、M.P. Mahajan

  DOI：10.1016/j.tetlet.2005.08.142

  日期：2005.11

  The results of experimental and theoretical investigations on the mechanism of competitive [3+2] versus [4+2] cycloaddition reactions of simple acyclic imines with nitrosoalkenes are reported. The effect of substituents on the iminic nitrogen in influencing the cycloaddition pathways has been meticulously explored.

  报道了简单无环亚胺与亚硝基烯烃竞争性[3 + 2]对[4 + 2]环加成反应机理的实验和理论研究结果。认真研究了取代基对亚氨基氮在影响环加成途径中的作用。
• PASS-predicted design, synthesis and biological evaluation of cyclic nitrones as nootropics
  作者：Alka Marwaha、R.K. Goel、Mohinder P. Mahajan

  DOI：10.1016/j.bmcl.2007.06.071

  日期：2007.9

  Out of 400 virtually designed imidazoline N-oxides, five cyclic nitrones were selected on the basis of PASS prediction as potent nootropics and were evaluated for their biological activities in albino mice. The selected N-alkyl and aryl-substituted nitrones were found to be excellent nootropics. A series of lead compounds acting as cognition enhancers have been provided, which can be further exploited in search Of Such New Chemical Entities (NCEs). (c) 2007 Elsevier Ltd. All rights reserved.
• An in-depth analysis of the effect of substituents on imines in cycloaddition reactions with nitrosoalkenes
  作者：Alka Marwaha、Parvesh Singh、Mohinder P. Mahajan

  DOI：10.1016/j.tet.2006.03.047

  日期：2006.6

  An in-depth experimental and theoretical analysis of the reactions of simple acyclic imines with nitrosoalkenes is reported. The effect of the substituents on nitrogen as well as carbon atom of imines on the cycloaddition pathways followed is systematically explored. The reactions of various functionalized imines with nitrosoalkenes leading to the formation of imidazoles and imidazole-N-oxides have

  据报道，对简单的无环亚胺与亚硝基烯烃的反应进行了深入的实验和理论分析。系统地研究了取代基对亚胺的氮以及碳原子在随后的环加成途径上的影响。还研究了各种功能化的亚胺与亚硝基烯烃的反应导致咪唑和咪唑-N-氧化物的形成。已经提出了导致各种杂环的合理机制。