1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime | 64921-72-8

• 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: 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime
• 英文别名: 1-phenyl-2-[1,2,4]triazol-1-yl-ethanone oxime；N-[1-phenyl-2-(1,2,4-triazol-1-yl)ethylidene]hydroxylamine
• CAS: 64921-72-8
• 化学式: C₁₀H₁₀N₄O
• 分子量: 202.216
• InChiKey: LSUILBQVJZPPQG-UHFFFAOYSA-N

物化性质

• 熔点：
  160-162 °C(Solv: methanol (67-56-1))
• 沸点：
  420.3±47.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-ethyl-O-(4-nitrophenyl)thiophosphorochloride 、 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 以60%的产率得到O-ethyl, O-(4-nitrophenyl), O-(Z-[1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethylidene]amino) phosphorothioate
  参考文献：
  名称：

  Synthesis and Biological Activities of O-Alkyl, O-Aryl, O-{Z-[1-Phenyl-2-(1H-1,2,4-triazol-1-yl)ethylidene]amino} Phosphorothioates

  摘要：

  A series of title compounds 2 were efficiently synthesized via the condensation of 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime with various asymmetric thiophosphoryl chlorides in sodium hydroxide powder and acetonitrile system. The structures of title compounds 2 were confirmed by IR, (1)H NMR, (31)P NMR, EI-MS, and elemental analysis. The results of preliminary bioassays indicated that the title compounds 2 possessed good to moderate insecticidal activity against aphides at the dosage of 250 mg/L, and some of them exhibited moderate fungicidal activities at the concentration of 100 mg/L.

  DOI：

  10.1080/10426500802454102
• 作为产物：
  描述：

  1-苯基-2-(1H-1,2,4-噻唑-1-基)乙酮 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 以56%的产率得到1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime
  参考文献：
  名称：

  Synthesis and Biological Activities of O-Alkyl, O-Aryl, O-{Z-[1-Phenyl-2-(1H-1,2,4-triazol-1-yl)ethylidene]amino} Phosphorothioates

  摘要：

  A series of title compounds 2 were efficiently synthesized via the condensation of 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime with various asymmetric thiophosphoryl chlorides in sodium hydroxide powder and acetonitrile system. The structures of title compounds 2 were confirmed by IR, (1)H NMR, (31)P NMR, EI-MS, and elemental analysis. The results of preliminary bioassays indicated that the title compounds 2 possessed good to moderate insecticidal activity against aphides at the dosage of 250 mg/L, and some of them exhibited moderate fungicidal activities at the concentration of 100 mg/L.

  DOI：

  10.1080/10426500802454102

文献信息

• Synthesis and Fungicidal Activity of Strobilurin Analogues Containing 1,2,4-Triazole Oxime Ether Moiety
  作者：Hong Song、Hong-Xing Song、De-Qing Shi

  DOI：10.1002/jhet.1708

  日期：2014.11

  Strobilurins are a class of important agricultural fungicides that are used widely in plant protection. To find new strobilurin analogues with high activity against resistant pathogens, a series of new strobilurin derivatives bearing 1,2,4‐triazole oxime ether side chain 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h were designed and synthesized. Their structures were confirmed by IR, 1H NMR, EIMS, and elemental

  球果苷元是一类重要的农业杀菌剂，广泛用于植物保护。为了找到对耐药病原体具有高活性的新球果伞素类似物，设计并合成了一系列带有1,2,4-三唑肟肟醚侧链3a，3b，3c，3d，3e，3f，3g，3h的新球果伞素衍生物。通过IR，1 H NMR，EIMS和元素分析确认了它们的结构。生物测定表明，某些化合物在50 mg / L的浓度下表现出良好的杀真菌活性。例如，化合物3f具有100％，100％，以及对95.5％的抑制镰omysporum，轮纹轮纹病菌鼻，和赤霉saubinetii分别在50 mg / L的浓度。
• Synthesis and Biological Activities of <i>O</i>-Alkyl, <i>O</i>-Aryl, <i>O</i>-{Z-[1-Phenyl-2-(1<i>H</i>-1,2,4-triazol-1-yl)ethylidene]amino} Phosphorothioates
  作者：Liu Meng、De-Qing Shi

  DOI：10.1080/10426500802454102

  日期：2009.9.18

  A series of title compounds 2 were efficiently synthesized via the condensation of 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime with various asymmetric thiophosphoryl chlorides in sodium hydroxide powder and acetonitrile system. The structures of title compounds 2 were confirmed by IR, (1)H NMR, (31)P NMR, EI-MS, and elemental analysis. The results of preliminary bioassays indicated that the title compounds 2 possessed good to moderate insecticidal activity against aphides at the dosage of 250 mg/L, and some of them exhibited moderate fungicidal activities at the concentration of 100 mg/L.