N'-(diphenylmethylene)-4''-nitrobenzenesulfonohydrazide | 1244620-33-4

• 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: N'-(diphenylmethylene)-4''-nitrobenzenesulfonohydrazide
• 英文别名: N-(benzhydrylideneamino)-4-nitrobenzenesulfonamide
• CAS: 1244620-33-4
• 化学式: C₁₉H₁₅N₃O₄S
• 分子量: 381.412
• InChiKey: JEVARBSPZIEODJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

   N'-(diphenylmethylene)-4''-nitrobenzenesulfonohydrazide 在 copper(l) iodide 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以80%的产率得到(((4-nitrophenyl)sulfonyl)methylene)dibenzene
  参考文献：
  名称：

  铜催化的磺酰hydr氮损失：一种从羰基化合物合成砜的还原策略

  摘要：

  描述了一种通过磺酰基的氮损失合成砜的有效方法。该反应在简单的铜盐和碱的存在下通过利用磺酰基来进行，所述磺酰基易于从羰基化合物制备。以中等至良好的产率获得了各种各样的芳基和烷基砜。

  DOI：

  10.1021/ol101955x
• 作为产物：
  描述：

  二苯甲酮 、 4-硝基苯磺酰肼 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成  N'-(diphenylmethylene)-4''-nitrobenzenesulfonohydrazide
  参考文献：
  名称：

  铜催化的磺酰hydr氮损失：一种从羰基化合物合成砜的还原策略

  摘要：

  描述了一种通过磺酰基的氮损失合成砜的有效方法。该反应在简单的铜盐和碱的存在下通过利用磺酰基来进行，所述磺酰基易于从羰基化合物制备。以中等至良好的产率获得了各种各样的芳基和烷基砜。

  DOI：

  10.1021/ol101955x

文献信息

• Synthesis and urease inhibitory potential of benzophenone sulfonamide hybrid in vitro and in silico
  作者：Arshia、Farida Begum、Noor Barak Almandil、Muhammad Arif Lodhi、Khalid Mohammed Khan、Abdul Hameed、Shahnaz Perveen

  DOI：10.1016/j.bmc.2019.01.043

  日期：2019.3

  This study deals with the synthesis of benzophenone sulfonamides hybrids (1-31) and screening against urease enzyme in vitro. Studies showed that several synthetic compounds were found to have good urease enzyme inhibitory activity. Compounds 1 (N'-((4'-hydroxyphenyl)(phenyl)methylene)-4 ''-nitrobenzenesulfonohy-drazide), 2 (N'-((4'-hydroxyphenyl)(phenyl)methylene)-3 ''-nitrobenzenesulfonohydrazide), 3 (N'-((4'-hydroxyphenyl)(phenyl)methylene)-4 ''-methoxybenzenesulfonohydrazide), 4 (3 '',5 ''-dichloro-2 ''-hydroxy-N'-((4'-hydroxyphenyl)(phenyl)methylene)benzenesulfonohydrazide), 6 (2 '',4 ''-dichloro-N'-((4'-hydroxyphenyl)(phenyl)methylene)benzenesulfonohydrazide), 8 (5-(dimethylamino)-N'-((4-hydroxyphenyl)(phenyel)methylene)naphthalene-1-sulfono hydrazide), 10 (2 ''-chloro-N'-((4'-hydroxyphenyl)(phenyl)methylene)benzenesulfonohydrazide), 12 (N'-((4'-hydroxyphenyl)(phenyl)methylene)benzenesulfonohydrazide) have found to be potently active having an IC50, value in the range of 3.90-17.99 mu M. These compounds showed superior activity than standard acetohydroxamic acid (IC50 = 29.20 +/- 1.01 mu M). Moreover, in silico studies on most active compounds were also performed to understand the binding interaction of most active compounds with active sites of urease enzyme. Structures of all the synthetic compounds were elucidated by H-1 NMR, C-13 NMR, EI-MS and FAB-MS spectroscopic techniques.
• Copper-Catalyzed Nitrogen Loss of Sulfonylhydrazones: A Reductive Strategy for the Synthesis of Sulfones from Carbonyl Compounds
  作者：Xing-Wen Feng、Jian Wang、Ji Zhang、Jing Yang、Na Wang、Xiao-Qi Yu

  DOI：10.1021/ol101955x

  日期：2010.10.1

  An efficient method for the synthesis of sulfones via nitrogen loss of sulfonyl hydrazones is described. The reaction was performed in the presence of simple copper salt and base by utilization of sulfonyl hydrazones, which were easily prepared from carbonyl compounds. A wide variety of aryl and alkyl sulfones were obtained in moderate to good yields.

  描述了一种通过磺酰基的氮损失合成砜的有效方法。该反应在简单的铜盐和碱的存在下通过利用磺酰基来进行，所述磺酰基易于从羰基化合物制备。以中等至良好的产率获得了各种各样的芳基和烷基砜。