2-hydroxy-5-(pyridine-4-yldiazenyl) benzaldehyde | 261715-07-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2-hydroxy-5-(pyridine-4-yldiazenyl) benzaldehyde
• 英文别名: 2-Hydroxy-5-(pyridin-4-yldiazenyl)benzaldehyde
• CAS: 261715-07-5
• 化学式: C₁₂H₉N₃O₂
• 分子量: 227.222
• InChiKey: WXCBCIYLHYWVSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 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：
  74.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  癸基溴 、 2-hydroxy-5-(pyridine-4-yldiazenyl) benzaldehyde 以 乙醇 为溶剂， 反应 24.0h， 以89%的产率得到4-((3-formyl-4-hydroxyphenyl)azo)-1-decylpyridinium bromide
  参考文献：
  名称：

  4-（（3-甲酰基-4-羟基苯基）偶氮）-1-烷基吡啶鎓盐的合成，表征，光谱学和生物活性

  摘要：

  摘要2-羟基-5-（吡啶-4-基二氮杂烯基）苯甲醛与正烷基溴的反应生成了五种新颖的偶氮吡啶鎓盐，收率好至极佳。的\（^ {1} \ hbox中{H} \）和\（^ {13} \ hbox中{C} \）NMR和UV-Vis吸收光谱表明新化合物有几种互变异构体。NMR，UV-Vis吸收光谱和量子化学计算表明，与相应的偶氮前体相比，偶氮吡啶鎓盐具有新的共振结构。通过盘扩散和MIC方法研究了抗菌活性。使用二苯基吡啶甲基肼基（DPPH）测定法确定抗氧化性能。还研究了碳链长度对抗菌活性的影响。结果表明，烷基的存在对于抗菌性能至关重要。具有癸基的新化合物显示出最佳的抗菌活性。 图形概要概要合成了五种新型的偶氮吡啶鎓盐。通过\（^ {1} \ hbox {H} \） NMR和UV-Vis光谱研究了偶氮吡啶鎓中的共振结构。还研究了抗菌和抗氧化性能。

  DOI：

  10.1007/s12039-018-1521-5
• 作为产物：
  描述：

  4-氨基吡啶 、 水杨醛 在 硫酸 、 sodium nitrite 、 sodium tetraborate decahydrate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.02h， 以65%的产率得到2-hydroxy-5-(pyridine-4-yldiazenyl) benzaldehyde
  参考文献：
  名称：

  Synthesis and Characterize of Multifunctional Schiff Base and Cu(II) Complex: An Optical Property Investigation

  摘要：

  A new mononuclear complex was successfully synthesized on the basis of a Schiff-base ligand L = 1, 2-cyclohexanediamino-N,N-bis(5-(4- azopyridyl) salicylidene) and CuCl2. Its structure was characterized by single-crystal X-ray diffraction, IR spectroscopy, and powder X-ray diffraction. The complex showed optical property, a fluorescence quantum yield at 405nm and 510nm, and sends a purple light at 405nm and blue-green light at 510nm when using a 300nm excitation light to stimulate the samples. The remarkable fluorescence quenching in emission upon the copper(II) is attributed to the intermolecular charge transfer after the formation of a coordinate complex. However, this application from the lighting angle can provide a beautiful series, energy conservation, safety of creative products.

  DOI：

  10.1080/15533174.2013.768644

文献信息

• Noncovalent functionalization of graphene oxide and reduced graphene oxide with Schiff bases as antibacterial agents
  作者：Sakineh Omidi、Ali Kakanejadifard、Farideh Azarbani

  DOI：10.1016/j.molliq.2017.07.074

  日期：2017.9

  Conjugation of two or more substances to enhance the antibacterial properties of the resulting hybrids can be a useful method to fight bacterial resistance. In this work, a series of ligands composed of two Quaternary ammonium compounds (QAC) and chromene parts synthesized and then assembled on surfaces of graphene oxide (GO) and reduced graphene oxide (rGO). The formation of hybrids is caused by π-π

  两种或更多种物质的缀合以增强所得杂种的抗菌性能可能是对抗细菌抗性的有用方法。在这项工作中，由两个季铵化合物（QAC）和色烯部分组成的一系列配体合成，然后组装在氧化石墨烯（GO）和还原氧化石墨烯（rGO）的表面上。杂化物的形成是由GO / rGO与配体的亚铬基部分之间的π-π相互作用以及静电相互作用引起的。主要配体仅对革兰氏阳性菌有影响，对革兰氏阴性菌没有活性，而新的杂种对革兰氏阳性菌的作用增强，对革兰氏阴性菌也有显着影响。
• Enhanced antibacterial activity of functionalized graphene by azo-pyridinium compounds
  作者：Sakineh Omidi、Ali Kakanejadifard、Farideh Azarbani

  DOI：10.1007/s13738-018-1344-9

  日期：2018.7

  For enhancement of antibacterial properties, two azo compounds were grafted on the aminated graphene by using the imine linkage. The azo compounds included pyridinium unit with different alkyl long chains. The new nanohybrids were characterized by Fourier transform infrared spectra, X-ray powder diffraction, ultraviolet–visible, field emission scanning electron microscopy (FE-SEM), atomic force microscopy, zeta potential, and energy-dispersive X-ray spectroscopy. The hybrids were investigated for antibacterial effect against Staphylococcus aureus and Escherichia coli as models of Gram-positive and Gram-negative bacteria. The nanohybrids showed a significant effect on both bacteria. Destruction of the cell wall and discharge of intracellular contents could be detected from FE-SEM images of bacteria after exposed to nanohybrids. The nanohybrid with C10 alkyl chain in the pyridinium unit displayed the highest antibacterial activity. Antibacterial activity of graphene–azo nanocomposite against E. coli and S. aureus was enhanced. Destruction of the cell wall and shrinking of bacteria are observed in FE-SEM image.

  为了增强抗菌性能，利用亚胺连接在胺化石墨烯上接枝了两种偶氮化合物。这些偶氮化合物包括具有不同烷基长链的吡啶单元。傅立叶变换红外光谱、X 射线粉末衍射、紫外-可见光、场发射扫描电子显微镜（FE-SEM）、原子力显微镜、ZETA 电位和能量色散 X 射线光谱对新型纳米杂化物进行了表征。以金黄色葡萄球菌和大肠杆菌作为革兰氏阳性菌和革兰氏阴性菌的模型，研究了杂化物的抗菌效果。纳米杂交种对这两种细菌都有显著效果。从细菌暴露于纳米杂交体后的 FE-SEM 图像中可以检测到细胞壁的破坏和胞内内容物的排出。吡啶单元中含有 C10 烷基链的纳米杂化物显示出最高的抗菌活性。石墨烯-氮纳米复合材料对大肠杆菌和金黄色葡萄球菌的抗菌活性增强。从 FE-SEM 图像中可以观察到细胞壁的破坏和细菌的缩小。
• Greener Synthesis of Novel Azo-linked 1,2,4-Triazolidine-3-ones (thiones) Using Recyclable Fe ₃ O ₄ @SP@vanillin@thioglycolic Acid Magnetic Nanocomposite
  作者：Mohammad Nikpassand、Fatemeh Rafat、Leila Zare Fekri

  DOI：10.1080/00304948.2023.2259779

  日期：——