2-allyl-4-methoxy-1-propoxybenzene | 1219499-05-4

• 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-4-methoxy-1-propoxybenzene
• 英文别名: 1-allyl-5-methoxy-2-propoxybenzene；2-Allyl-4-methoxy-1-propoxybenzene (4c)；4-methoxy-2-prop-2-enyl-1-propoxybenzene
• CAS: 1219499-05-4
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: MYLHDTVPIBYRAT-UHFFFAOYSA-N

物化性质

• 沸点：
  287.9±25.0 °C(predicted)
• 密度：
  0.960±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 2-allyl-4-methoxy-1-propoxybenzene
  参考文献：
  名称：

  反对白菜弯角线虫Trichoplusia ni的二烷氧基苯和二烷氧基烯丙基苯的摄食和产卵抑制剂：潜在的昆虫行为控制剂

  摘要：

  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。

  DOI：

  10.1021/jf9045123

文献信息

• 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
• Methods and Compositions for Control of Cabbage Looper, Trichoplusia ni
  申请人：SIMON FRASER UNIVERSITY

  公开号：US20130131185A1

  公开（公告）日：2013-05-23

  The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni , and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at to positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.