4-(1-(4-hydroxy-3-methoxyphenyl)propyl)benzene-1,3-diol | 20736-19-0

• 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: 4-(1-(4-hydroxy-3-methoxyphenyl)propyl)benzene-1,3-diol
• 英文别名: 4-[1-(4-Hydroxy-3-methoxyphenyl)propyl]benzene-1,3-diol
• CAS: 20736-19-0
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: JTBSUSBYTYRXQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异丁香酚 、 间苯二酚 在 aluminum isopropoxide 作用下， 反应 3.0h， 以65%的产率得到4-(1-(4-hydroxy-3-methoxyphenyl)propyl)benzene-1,3-diol
  参考文献：
  名称：

  Isoeugenol-based novel potent antioxidants: Synthesis and reactivity

  摘要：

  We are attempting to develop the novel phenolic synthetic antioxidants aimed at retarding the effects of free radicals and oxidants. The phenolic compounds (7-12) were synthesized by Friedel-Crafts alkylation of isoeugenol (1) and phenol derivatives (2-6) and their structures were determined by spectroscopic methods. All the synthesized phenolic compounds (7-12) except 12 are new. Antioxidant and radical scavenging activities of synthesized compounds (7-12) were determined by using various in vitro assays such as 1,1-diphenyl-2-picrylhydrazyl free radicals (DPPH), 2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radicals (ABTS(+)), and superoxide anion radicals (O-2(-)) scavenging, ferric reducing antioxidant power (FRAP) and total antioxidant activity by ferric thiocyanate. The antioxidant activities of compounds were compared with standard antioxidants such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and trolox as positive controls. The results showed that the synthesized compounds, especially 10 and 11, had better properties than standard antioxidants (BHT. BHA and trolox). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.041

文献信息

• Isoeugenol-based novel potent antioxidants: Synthesis and reactivity
  作者：Esra Fındık、Mustafa Ceylan、Mahfuz Elmastaş

  DOI：10.1016/j.ejmech.2011.07.041

  日期：2011.9

  We are attempting to develop the novel phenolic synthetic antioxidants aimed at retarding the effects of free radicals and oxidants. The phenolic compounds (7-12) were synthesized by Friedel-Crafts alkylation of isoeugenol (1) and phenol derivatives (2-6) and their structures were determined by spectroscopic methods. All the synthesized phenolic compounds (7-12) except 12 are new. Antioxidant and radical scavenging activities of synthesized compounds (7-12) were determined by using various in vitro assays such as 1,1-diphenyl-2-picrylhydrazyl free radicals (DPPH), 2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radicals (ABTS(+)), and superoxide anion radicals (O-2(-)) scavenging, ferric reducing antioxidant power (FRAP) and total antioxidant activity by ferric thiocyanate. The antioxidant activities of compounds were compared with standard antioxidants such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and trolox as positive controls. The results showed that the synthesized compounds, especially 10 and 11, had better properties than standard antioxidants (BHT. BHA and trolox). (C) 2011 Elsevier Masson SAS. All rights reserved.