2-(3-ethynyl-8-methylquinolin-6-yloxy)-2-methylsulfanylacetic acid methyl ester | 1621476-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3-ethynyl-8-methylquinolin-6-yloxy)-2-methylsulfanylacetic acid methyl ester
• CAS: 1621476-91-2
• 化学式: C₁₆H₁₅NO₃S
• 分子量: 301.366
• InChiKey: QUFNWMZBXWSATD-UHFFFAOYSA-N

物化性质

• 沸点：
  462.2±45.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3-ethynyl-8-methylquinolin-6-yloxy)-2-methylsulfanylacetic acid methyl ester 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 2-(3-ethynyl-8-methyl-6-quinolyloxy)-2-methylsulfanylacetic acid
  参考文献：
  名称：

  Synthesis and fungicidal activity of quinolin-6-yloxyacetamides, a novel class of tubulin polymerization inhibitors

  摘要：

  A novel class of experimental fungicides has been discovered, which consists of special quinolin-6-yloxyacetamides. They are highly active against important phytopathogens, such as Phytophthora infestans (potato and tomato late blight), Mycosphaerella graminicola (wheat leaf blotch) and Uncinula necator (grape powdery mildew). Their fungicidal activity is due to their ability to inhibit fungal tubulin polymerization, leading to microtubule destabilization. An efficient synthesis route has been worked out, which allows the diverse substitution of four identified key positions across the molecular scaffold.

  DOI：

  10.1016/j.bmc.2014.06.015
• 作为产物：
  描述：

  4-硝基-2-甲苯胺 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 磷酸 、 铁粉 、 potassium carbonate 、 溶剂黄146 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 101.5h， 生成 2-(3-ethynyl-8-methylquinolin-6-yloxy)-2-methylsulfanylacetic acid methyl ester
  参考文献：
  名称：

  Synthesis and fungicidal activity of quinolin-6-yloxyacetamides, a novel class of tubulin polymerization inhibitors

  摘要：

  A novel class of experimental fungicides has been discovered, which consists of special quinolin-6-yloxyacetamides. They are highly active against important phytopathogens, such as Phytophthora infestans (potato and tomato late blight), Mycosphaerella graminicola (wheat leaf blotch) and Uncinula necator (grape powdery mildew). Their fungicidal activity is due to their ability to inhibit fungal tubulin polymerization, leading to microtubule destabilization. An efficient synthesis route has been worked out, which allows the diverse substitution of four identified key positions across the molecular scaffold.

  DOI：

  10.1016/j.bmc.2014.06.015