(E)-5-((3,5-dimethylphenyl)diazenyl)-2-hydroxybenzaldehyde | 1620058-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (E)-5-((3,5-dimethylphenyl)diazenyl)-2-hydroxybenzaldehyde
• CAS: 1620058-24-3
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: UPHMAPSMTPZIFU-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  62.02
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-5-((3,5-dimethylphenyl)diazenyl)-2-hydroxybenzaldehyde 、 3,4-二氨基呋扎 在 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以75.87%的产率得到
  参考文献：
  名称：

  Synthesis, characterization, solvatochromism and biological properties of 2,2′-((1E,1′E)-((1,2,5-oxadiazole-3,4-diyl)bis (azanylylidene))bis(methan-ylylidene))bis(4-(phenyldiazenyl)phenol)

  摘要：

  Azo-azomethine dyes 2-((4-amino-1,2,5-oxadiazol-3-ylimino)methyl)-4-(phenyl diazenyl)phenols (2a-h) have been synthesized by condensation reaction of 3,4-diamino-1,2,5-oxadiazole with 2-hydroxy-5-[(E)-(aryldiazenyl)]benzaldehyde (1a-h) in methanol. The structures of dyes have been characterized by elemental analysis, mass, IR, UV-Vis, 1H and 13С NMR spectroscopy. UV-Vis absorption spectra indicated enol-keto tautomeric and positive solvatochromism in compounds 2a-h which is dependent on the substitution, solvent, pH and environment temperature. The synthesized compounds were investigated for their in vitro antioxidant activity by diphenylpicrylhydrazyl assay. Compounds substituted with electron donating groups, such as, alkyl and methoxy groups showed moderate antioxidant activity. The in vitro antibacterial activity of all compounds was determined by disk diffusion method. The test compounds showed varying degree of inhibition against B. cereus and S. aureus strains.

  DOI：

  10.1016/j.saa.2014.04.181

文献信息

• Synthesis, structural characterization, X-ray, solvatochromism and biological properties of 7-hydroxy-2-(2-hydroxy-5-(phenyldiazenyl)benzylidene)amino)-4-phenyl-4H-chromene-3-carbonitrile
  作者：Ali Kakanejadifard、Farideh Azarbani、Nasim Khosravani、Behrouz Notash

  DOI：10.1016/j.molliq.2016.05.047

  日期：2016.9

  chromene-based azomethine dyes were synthesized via two-component coupling of 2-amino-7-hydroxy-4H-chromene with 2-hydroxy-5-(aryldiazenyl)benzaldehyde and characterized by elemental analyses, mass, NMR, IR, UV–Vis spectroscopy and X-ray diffraction analysis. Easily available and easy work-up are the key features of the present method. The pyran, chromene moiety and aromatic rings in the azomethine linkage are

  通过2-氨基-7-羟基-4H-色烯与2-羟基-5-（芳基二氮烯基）苯甲醛的二组分偶联合成了基于色烯的新型偶氮甲胺染料，并通过元素分析，质量，NMR，IR，UV表征–可见光谱和X射线衍射分析。容易获得和易于处理是本方法的关键特征。偶氮甲碱键中的吡喃，亚甲基部分和芳环被展平。羟基和亚胺氮原子之间可能存在分子内氢键。除2-氨基-7-羟基-4H-色烯外，所有化合物均对革兰氏阳性菌蜡状芽孢杆菌，金黄色葡萄球菌和表皮葡萄球菌有活性。。与标准抗坏血酸相比，这些化合物显示出弱至中等的抗氧化活性。