(E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol | 90964-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol
• 英文别名: 4-[(5-Phenyl-1,3,4-oxadiazol-2-yl)iminomethyl]phenol
• CAS: 90964-46-8
• 化学式: C₁₅H₁₁N₃O₂
• 分子量: 265.271
• InChiKey: LMWMBSHIECKBLF-UHFFFAOYSA-N

物化性质

• 沸点：
  477.6±47.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol 、 5-溴靛红 在 ammonium acetate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Expeditious Synthesis, Antimicrobial and Antimalarial Activities of Novel Heterocycles Bearing Imidazole-oxadiazole Based Hybrid Pharmacophores

  摘要：

  A facile synthesis of 2-substituted-5-amino-oxadiazole derivatives has been achieved by refluxing/sonicating a mixture of semicarbazide with various aromatic acids in conc. sulphuric acid alone. The isolated products were further condensed with p-dimethylaminobenzaldehyde/p-hydroxybenzaldehyde to obtain respective imino derivatives. Finally, some potentially biologically active imidazole analogues were obtained by reacting ammonium acetate and 5-bromoisatin with the synthesized imino products. All the newly synthesized compounds were thoroughly characterized by standard analytical techniques. These imidazole-oxadiazole hybrid compounds were also evaluated for their antimicrobial and antimalarial activities. The compounds all exhibited moderate to significant antimicrobial activity (6-10mm, zone of inhibition) and promising antimalarial activity (IC50 0.037-0.100 mu M). This report entails a detailed synthetic procedure, spectroscopic elucidation and activities of the synthesized compounds. Supporting Information for this article is available online at http://www.thieme-connect.de/products

  DOI：

  10.1055/s-0042-112028
• 作为产物：
  描述：

  苯甲酸 以 乙醇 为溶剂， 生成 (E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol
  参考文献：
  名称：

  Expeditious Synthesis, Antimicrobial and Antimalarial Activities of Novel Heterocycles Bearing Imidazole-oxadiazole Based Hybrid Pharmacophores

  摘要：

  A facile synthesis of 2-substituted-5-amino-oxadiazole derivatives has been achieved by refluxing/sonicating a mixture of semicarbazide with various aromatic acids in conc. sulphuric acid alone. The isolated products were further condensed with p-dimethylaminobenzaldehyde/p-hydroxybenzaldehyde to obtain respective imino derivatives. Finally, some potentially biologically active imidazole analogues were obtained by reacting ammonium acetate and 5-bromoisatin with the synthesized imino products. All the newly synthesized compounds were thoroughly characterized by standard analytical techniques. These imidazole-oxadiazole hybrid compounds were also evaluated for their antimicrobial and antimalarial activities. The compounds all exhibited moderate to significant antimicrobial activity (6-10mm, zone of inhibition) and promising antimalarial activity (IC50 0.037-0.100 mu M). This report entails a detailed synthetic procedure, spectroscopic elucidation and activities of the synthesized compounds. Supporting Information for this article is available online at http://www.thieme-connect.de/products

  DOI：

  10.1055/s-0042-112028

文献信息

• Synthesis and Spectroscopic Studies (Mössbauer, IR and NMR) of Biologically Active Organotin(IV) Complexes of Schiff Bases Derived from 2-Amino-5-phenyl-1,3,4-oxadiazole
  作者：M. S. Raizada

  DOI：10.1080/00945719608005147

  日期：1996.10

  A few new organotin(IV) complexes of tridentate (ONN) over bar donor Schiff bases of salicylaldehyde, 4-hydroxybenzaldehyde, 2-hydroxyacetophenone, 4-hydroxyacetophenone with 2-amino-5-phenyl-1,3,4-oxadiazole have been synthesised and characterised by elemental analyses, H-1 NMR, UV, IR and Mossbauer spectroscopic studies show hexa-coordination about the tin atom which is arranged in a distorted octahedral geometry. Representative complexes have been screened for their fungicidal as well as bactericidal activity and found to be quite active.