8-allyl-7-(2-methyl-allyloxy)coumarin | 1394225-13-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8-allyl-7-(2-methyl-allyloxy)coumarin
• CAS: 1394225-13-8
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: UZWJMEDNRNNLIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  7-羟基香豆素 在 potassium carbonate 、 potassium iodide 作用下， 以 乙二醇 、 丙酮 为溶剂， 反应 48.0h， 生成 8-allyl-7-(2-methyl-allyloxy)coumarin
  参考文献：
  名称：

  Synthesis and anthelmintic activity of osthol analogs against Dactylogyrus intermedius in goldfish

  摘要：

  In an attempt to develop novel anthelmintic agents, our previously isolated osthol was used as lead structures for further optimization. In our research, a series of coumarin analogs, prepared from 7-hydroxy coumarin or 7-hydroxy-4-methyl coumarin, have been evaluated for their anthelmintic activities. In all of the compounds, 6 and 7 were first synthesized, and their structures were identified based on NMR and MS values. Among the candidates, 8-allyl-7-allyloxycoumarin showed better anthelmintic activity than other compounds against Dactylogyrus infestation with EC50 value of 1.81 mg/L The quantitative structure-activity relationship (QSAR) of 16 osthol analogs with anthelmintic activity expressed as pEC(50) and toxicity to goldfish expressed pLC(50), such results can offer useful theoretical references for future experimental works. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.009