1-(2-(4-methoxyphenyl)-6-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzofuran-3-yl)ethanone | 1359977-02-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 1-(2-(4-methoxyphenyl)-6-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzofuran-3-yl)ethanone
• 英文别名: 1-[2-(4-Methoxyphenyl)-6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-1-benzofuran-3-yl]ethanone
• CAS: 1359977-02-8
• 化学式: C₂₉H₂₅NO₅
• 分子量: 467.521
• InChiKey: HAUKXPOGEXXHJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-(4-methoxyphenyl)-6-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzofuran-3-yl)ethanone 、 3,4,5-三甲氧基苯甲醛 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以25%的产率得到(E)-1-(2-(4-methoxyphenyl)-6-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)-benzofuran-3-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of 3-methanone-6-substituted-benzofuran derivatives

  摘要：

  Seventeen benzofuran derivatives were synthesized and screened for their antibacterial activities against Escherichia coli, Staphylococcus aureus, Methicillin-resistant S. aureus, Bacillus subtilis, and Pseudomonas aeruginosa. Seven of them have showed excellent antibacterial activities compared to the positive controls (Cefotaxime and Sodium Penicillin). The substitutions at C-6 and C-3 positions of these derivatives were found to greatly impact on the antibacterial activity and strains specificity, respectively. Specifically, compounds bearing a hydroxyl group at C-6 (5a, 5b, 5c and 12) offered excellent antibacterial activities against all five above-mentioned strains (MIC80 = 0.78-12.5 ug/mL), and those with imine (15) and (3, 4, 5-trimethoxyphenyl) methanone (7e), respectively, at C-3 position showed selective activity against S. aureus among five tested strains with great MIC80 values (3.12-12.5 ug/mL). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.013
• 作为产物：
  描述：

  2-(5-甲基-2-苯基-1,3-恶唑-4-基)乙基甲烷磺酸酯 在 四氯化锡 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 生成 1-(2-(4-methoxyphenyl)-6-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzofuran-3-yl)ethanone
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of 3-methanone-6-substituted-benzofuran derivatives

  摘要：

  Seventeen benzofuran derivatives were synthesized and screened for their antibacterial activities against Escherichia coli, Staphylococcus aureus, Methicillin-resistant S. aureus, Bacillus subtilis, and Pseudomonas aeruginosa. Seven of them have showed excellent antibacterial activities compared to the positive controls (Cefotaxime and Sodium Penicillin). The substitutions at C-6 and C-3 positions of these derivatives were found to greatly impact on the antibacterial activity and strains specificity, respectively. Specifically, compounds bearing a hydroxyl group at C-6 (5a, 5b, 5c and 12) offered excellent antibacterial activities against all five above-mentioned strains (MIC80 = 0.78-12.5 ug/mL), and those with imine (15) and (3, 4, 5-trimethoxyphenyl) methanone (7e), respectively, at C-3 position showed selective activity against S. aureus among five tested strains with great MIC80 values (3.12-12.5 ug/mL). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.013