2-pyridyl-2,4-dinitrophenyl ketazine | 71606-79-6

• 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-pyridyl-2,4-dinitrophenyl ketazine
• 英文别名: pdk；2,4-dinitro-N-(pyridin-2-ylmethylideneamino)aniline
• CAS: 71606-79-6
• 化学式: C₁₂H₉N₅O₄
• 分子量: 287.235
• InChiKey: MITZPNKLOJLMJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-pyridyl-2,4-dinitrophenyl ketazine 在 bismuth (III) oxychloride 作用下， 以 水 、 乙腈 为溶剂， 反应 4.83h， 以60%的产率得到吡啶-2-甲醛
  参考文献：
  名称：

  BiOCl作为将2，4-二硝基苯基hydr裂成羰基化合物的有效选择试剂的新颖用途

  摘要：

  据报道，在温和条件下，氯氧化铋（BiOCl）作为一种有效和选择性的氧化催化剂，可用于清洁裂解C = N键。反应进行得非常顺利，收率良好至极好。没有观察到醛过度氧化为羧酸和副产物的形成。催化剂可以回收并重复使用至少4个反应周期而不会明显降低反应活性。

  DOI：

  10.2298/jsc150504071m
• 作为产物：
  描述：

  2-吡啶甲醛肟 、 2,4-二硝基苯肼 在 iron(III) perchlorate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以95%的产率得到2-pyridyl-2,4-dinitrophenyl ketazine
  参考文献：
  名称：

  Mild and efficient conversion of oximes into arylhydrazones catalysed by ferric perchlorate

  摘要：

  Oximes were converted into the corresponding arylhydrazones in 1,2-dichloroethane in the presence of Fe(ClO4)(3).

  DOI：

  10.1016/j.mencom.2007.05.021

文献信息

• New mononuclear ruthenium complexes of η5-cyclichydrocarbon containing azine ligands: Syntheses, spectral and structural studies
  作者：Keisham Sarjit Singh、Yurij A. Mozharivskyj、Carsten Thöne、Mohan Rao Kollipara

  DOI：10.1016/j.jorganchem.2005.05.001

  日期：2005.8

  A series of mononuclear indenyl and pentamethylcyclopentadienyl ruthenium(II) complexes of formulation [(η5-L3)Ru(PPh3)(L2)]X, (where L3 = indenyl, pentamethylcyclopentadienyl; X = PF6 or BF4 and L2 = azine ligands) have been prepared by the reaction of [(η5-L3)Ru(PPh3)2(CH3CN)]X with the appropriate azine ligands in methanol or dichloromethane/benzene mixture. The reaction of nitro substituted azine

  一系列单核茚基五甲基环戊二烯和钌（II）的制剂的配合物[（η 5 -L 3）的Ru（PPH 3）（L 2）] X，（其中L 3  =茚基，五甲基环戊二烯; X = PF 6或BF 4和L 2  =吖嗪配体）已经制备由[（η的反应5 -L 3）的Ru（PPH 3）2（CH 3 CN）] X用甲醇或二氯甲烷/苯混合物中的适当的吖嗪配体。硝基取代的吖嗪配体与复合物反应[（η 5 -L 3 PPH）的Ru（3）2（CH 3 CN）] X取决于溶剂。所有这些复合物均以其PF 6或BF 4盐的形式分离。借助微量分析，FT-IR和NMR光谱对配合物进行了充分表征。代表性配合物5c和6a的分子结构通过单X射线晶体学确定。
• Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs
  作者：Gregory L. Backes、Branko S. Jursic、Donna M. Neumann

  DOI：10.1016/j.bmc.2015.04.040

  日期：2015.7

  Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species. (C) 2015 Elsevier Ltd. All rights reserved.
• Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
  作者：Eric T. Kool、Pete Crisalli、Ke Min Chan

  DOI：10.1021/ol500262y

  日期：2014.3.7

  Hydrazones and oximes are widely useful structures for conjugate formation in chemistry and biology, but their formation can be slow at neutral pH. Kinetics studies were performed for a range of structurally varied hydrazines, and a surprisingly large variation in reaction rate was observed. Structures that undergo especially rapid reactions were identified, enabling reaction rates that rival orthogonal cycloaddition-based conjugation chemistries.
• Novel use of BiOCl as an efficient and selective reagent for cleavage of 2,4-dinitrophenylhydrazones to carbonyl compounds
  作者：Abbas Manesh、Khadijeh Azarin

  DOI：10.2298/jsc150504071m

  日期：——

  A novel use of bismuth oxychloride (BiOCl) as an efficient and selective oxidative catalyst for the clean cleavage of C=N bond under mild conditions is reported. The reactions proceed very smoothly, and the yields are good to excellent. Over oxidation of aldehydes to carboxylic acid and the formation of by-products were not observed. The catalyst could be recovered and reused for at least four reaction

  据报道，在温和条件下，氯氧化铋（BiOCl）作为一种有效和选择性的氧化催化剂，可用于清洁裂解C = N键。反应进行得非常顺利，收率良好至极好。没有观察到醛过度氧化为羧酸和副产物的形成。催化剂可以回收并重复使用至少4个反应周期而不会明显降低反应活性。
• Mild and efficient conversion of oximes into arylhydrazones catalysed by ferric perchlorate
  作者：Hossien A. Oskooie、Majid M. Heravi、Akbar Sadnia、Mehrak Safarzadegan、Farahnaz K. Behbahani

  DOI：10.1016/j.mencom.2007.05.021

  日期：2007.5

  Oximes were converted into the corresponding arylhydrazones in 1,2-dichloroethane in the presence of Fe(ClO4)(3).