2-[2-Chloro-4-fluoro-5-(7-methyl-4-oxopyrazolo[3,4-d]triazin-3-yl)phenoxy]acetonitrile | 1041681-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并三嗪类
• 英文名称: 2-[2-Chloro-4-fluoro-5-(7-methyl-4-oxopyrazolo[3,4-d]triazin-3-yl)phenoxy]acetonitrile
• CAS: 1041681-43-9
• 化学式: C₁₃H₈ClFN₆O₂
• 分子量: 334.697
• InChiKey: YVPYOIHDRNHKGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  95.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(4-Chloro-2-fluoro-5-hydroxyphenyl)-7-methylpyrazolo[3,4-d]triazin-4-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71.7%的产率得到2-[2-Chloro-4-fluoro-5-(7-methyl-4-oxopyrazolo[3,4-d]triazin-3-yl)phenoxy]acetonitrile
  参考文献：
  名称：

  Novel Protoporphyrinogen Oxidase Inhibitors: 3H-Pyrazolo[3,4-d][1,2,3]triazin-4-one Derivatives

  摘要：

  A series of 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives were synthesized as candidate herbicides by diazotization of different 5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivatives prepared by the reaction of substituted 5(3)-amino-pyrazole-4-carbonyl chloride with a substituted aniline. Their structures were identified by H-1 NMR and elemental analyses. The isomers D and E were isolated, and their structures were identified by two-dimensional NMR analyses (heteronuclear single quantum coherence and heteronuclear multiple-bond correlation) and single-crystal X-ray diffraction analysis. The bioassay results showed that some of the title compounds exhibited both excellent herbicidal activity at a dose of 93.75 g/ha and strong inhibition against protoporphyrinogen oxidase activity in vitro. The structure-activity relationship showed that D16 possessed the highest activities both in vivo and in vitro when the N-substituted group of the pyrazole ring was allyl and the N-substituted group of benzooxazinone was propargyl.

  DOI：

  10.1021/jf801774k