2-allyl-1-butoxy-4-methoxybenzene | 1219499-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-allyl-1-butoxy-4-methoxybenzene
• 英文别名: 2-allyl-1-butoxy-4-methoxy-benzene；2-Allyl-1-butoxy-4-methoxybenzene (4e)；1-butoxy-4-methoxy-2-prop-2-enylbenzene
• CAS: 1219499-08-7
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: AXDLEHLSXAXGHU-UHFFFAOYSA-N

物化性质

• 沸点：
  304.9±27.0 °C(predicted)
• 密度：
  0.952±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-烯丙氧基苯甲醚 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-allyl-1-butoxy-4-methoxybenzene
  参考文献：
  名称：

  Synthesis and SAR comparative studies of 2-allyl-4-methoxy-1-alkoxybenzenes as 15-lipoxygenase inhibitors

  摘要：

  A group of 2-alkoxy-5-methoxyallylbenzene were designed, synthesised and evaluated as potential inhibitors of the soybean 15-lipoxygenase (SLO) on the basis of the eugenol and esteragol structures. Compound 4d showed the best half maximal inhibitory concentration (IC50) for SLO inhibition (IC50 == 5.9 +/-+/- 0.6 mu A mu M). All the compounds were docked in the SLO active site retrieved from the Research Collaboratory for Structural Bioinformatics (RCSB) Protein Data Bank (PDB entry: 1IK3) and showed that the allyl group of the synthetic compounds similar to the linoleic acid double bond, were oriented toward the Fe

  DOI：

  10.3109/14756366.2010.495717

文献信息

• Dialkoxybenzene and Dialkoxyallylbenzene Feeding and Oviposition Deterrents against the Cabbage Looper, Trichoplusia ni: Potential Insect Behavior Control Agents
  作者：Yasmin Akhtar、Yang Yu、Murray B. Isman、Erika Plettner

  DOI：10.1021/jf9045123

  日期：2010.4.28

  Most of the compounds/sets strongly deterred larval feeding, with some exhibiting mild toxic and oviposition deterrent effects as well. Some of the compounds/sets were more active than the commercial insect repellent, DEET (N,N-diethyl-m-toluamide), as both feeding and oviposition deterrents against the cabbage looper. On the basis of the obtained oviposition data a general hypothesis was proposed regarding

  在实验室生物测定中，针对白菜弯角曲霉Trichoplusia ni评估了各个二烷氧基苯化合物/对以及通过取代的烯丙氧基苯的克莱森重排获得的羟基或烷氧基取代的烯丙基苯的拒食剂，产卵抑制物和毒性作用。大多数化合物/组强烈抑制幼虫摄食，有些还表现出温和的毒性和产卵抑制作用。一些化合物/组比商业驱虫剂DEET（N，N- diethyl- m-甲苯胺），因为进食和产卵都可以阻止白菜弯角。根据获得的产卵数据，提出了有关产卵部位的一般假设：一种与苯环同一侧的烷基和烯丙基结合的方式会产生阻吓作用，另一种与烷基和烯丙基的结合方式相反。苯环导致刺激。结果表明，某些构效关系对提高化合物的功效和设计用于农业的新型无毒昆虫控制剂很有用。
• Synthesis and SAR comparative studies of 2-allyl-4-methoxy-1-alkoxybenzenes as 15-lipoxygenase inhibitors
  作者：Hamid Sadeghian、Seyed Mohammad Seyedi、Neda Attaran、Atena Jabbari、Zeinab Jafari

  DOI：10.3109/14756366.2010.495717

  日期：2011.4.1

  A group of 2-alkoxy-5-methoxyallylbenzene were designed, synthesised and evaluated as potential inhibitors of the soybean 15-lipoxygenase (SLO) on the basis of the eugenol and esteragol structures. Compound 4d showed the best half maximal inhibitory concentration (IC50) for SLO inhibition (IC50 == 5.9 +/-+/- 0.6 mu A mu M). All the compounds were docked in the SLO active site retrieved from the Research Collaboratory for Structural Bioinformatics (RCSB) Protein Data Bank (PDB entry: 1IK3) and showed that the allyl group of the synthetic compounds similar to the linoleic acid double bond, were oriented toward the Fe