1-methoxy-4-(2-ethylallyl)benzene | 1155174-62-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-(2-ethylallyl)benzene
• 英文别名: 1-Methoxy-4-(2-methylidenebutyl)benzene
• CAS: 1155174-62-1
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: HLMUPQKIHXOJGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二氯甲烷 、 1-(4-甲氧基苯基)-2-丁酮 在 四氯化钛 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 以83%的产率得到1-methoxy-4-(2-ethylallyl)benzene
  参考文献：
  名称：

  Design and synthesis of 4-methoxyphenylacetic acid esters as 15-lipoxygenase inhibitors and SAR comparative studies of them

  摘要：

  A group of 4-methoxyphenylacetic acid esters were designed, synthesized and evaluated as potential inhibitors of soybean 15-lipoxygenase (SLO) on the basis of eugenol and esteragol structures. Compounds 7d-e showed the best IC50 in SLO inhibition (IC50 = 3.8 and 1.9 mu M, respectively). All compounds were docked in SLO active site and showed that carbonyl group of compounds is oriented toward the Fe-III-OH moiety in the active site of enzyme and fixed by hydrogen bonding with hydroxyl group. It is assumed that lipophilic interaction of ligand-enzyme would be in charge of inhibiting the enzyme activity. The selectivity of the synthetic esters in inhibiting of 15-HLOb was also compared with 15-HLOa by molecular modeling and multiple alignment techniques. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.009