3,5-di-(4'-ethoxybenzyloxy)benzoic acid methyl ester | 1272974-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-di-(4'-ethoxybenzyloxy)benzoic acid methyl ester
• CAS: 1272974-70-5
• 化学式: C₂₆H₂₈O₆
• 分子量: 436.505
• InChiKey: GAPFRBAHIHLYKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,5-di-(4'-ethoxybenzyloxy)benzoic acid methyl ester 在 哌啶 、 lithium aluminium tetrahydride 、 potassium ferricyanide 、 四丁基溴化铵 、 氨 、 一水合肼 作用下， 以 吡啶 、 乙醚 、 乙醇 、 水 、 苯 为溶剂， 反应 9.5h， 生成 3,5-di-(4'-ethoxybenzyloxy)cinnamic alcohol
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies of cytotoxic cinnamic alcohol derivatives

  摘要：

  Three series of di- and trisubstituted derivatives of cinnamic alcohol and its conjugated dienol analogues were designed and synthesised. The derivatives were screened for cytotoxicity against nine tumour cell lines: KB, A549, Hela, CNE, PC-3, BEL-7404, HL-60, BGC823 and P388D1. Most of the cinnamic alcohol derivatives showed cytotoxic activity. The compound 7-(4',5'-dichlorobenzyloxy)-6,8-dihydroxycinnamic alcohol (55) exhibited significant cytotoxicity to seven human tumour cell lines on a micromolar range, especially with regard to the KB and P388D1 cell lines, showing IC50 values of 0.4 and 0.5 mu M, respectively. The structure-activity relationships of the derivatives are discussed.

  DOI：

  10.1080/14786410902830175
• 作为产物：
  描述：

  对乙氧基卞醇 在 硫酸 、 氢溴酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 3,5-di-(4'-ethoxybenzyloxy)benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies of cytotoxic cinnamic alcohol derivatives

  摘要：

  Three series of di- and trisubstituted derivatives of cinnamic alcohol and its conjugated dienol analogues were designed and synthesised. The derivatives were screened for cytotoxicity against nine tumour cell lines: KB, A549, Hela, CNE, PC-3, BEL-7404, HL-60, BGC823 and P388D1. Most of the cinnamic alcohol derivatives showed cytotoxic activity. The compound 7-(4',5'-dichlorobenzyloxy)-6,8-dihydroxycinnamic alcohol (55) exhibited significant cytotoxicity to seven human tumour cell lines on a micromolar range, especially with regard to the KB and P388D1 cell lines, showing IC50 values of 0.4 and 0.5 mu M, respectively. The structure-activity relationships of the derivatives are discussed.

  DOI：

  10.1080/14786410902830175