6-(3-methoxy-4-hydroxyphenyl)-5,6-dihydro-indolo[1,2-a]quinoxaline | 1298054-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-(3-methoxy-4-hydroxyphenyl)-5,6-dihydro-indolo[1,2-a]quinoxaline
• 英文别名: 4-(5,6-Dihydroindolo[1,2-a]quinoxalin-6-yl)-2-methoxy-phenol；4-(5,6-dihydroindolo[1,2-a]quinoxalin-6-yl)-2-methoxyphenol
• CAS: 1298054-05-3
• 化学式: C₂₂H₁₈N₂O₂
• 分子量: 342.397
• InChiKey: BLLFNEMXEWOECV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  香草醛 、 N-(2-aminophenyl)indole 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以23%的产率得到6-(3-methoxy-4-hydroxyphenyl)-5,6-dihydro-indolo[1,2-a]quinoxaline
  参考文献：
  名称：

  Synthesis and antifungal activities of novel 5,6-dihydro-indolo[1,2-a]quinoxaline derivatives

  摘要：

  A series of new 5,6-dihydro-indolo[1,2-a]quinoxaline derivatives has been prepared in moderate to excellent yields from 2-(indol-1-yl)phenylamines with aromatic aldehydes by an efficient and economical iron-catalyzed Pictet-Spengler reaction. Meanwhile, as compared with hymexazol, a commercially available agricultural fungicide at the concentration of 50 mu g/mL, some 5,6-dihydro-indolo[1,2-a]quinoxalines exhibited promising antifungal activities in vitro against the phytopathogenic fungi, and might be considered as novel promising lead candidates for further design and synthesis of agricultural fungicides. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.035

文献信息

• Synthesis and antifungal activities of novel 5,6-dihydro-indolo[1,2-a]quinoxaline derivatives
  作者：Hui Xu、Ling-ling Fan

  DOI：10.1016/j.ejmech.2011.02.035

  日期：2011.5

  A series of new 5,6-dihydro-indolo[1,2-a]quinoxaline derivatives has been prepared in moderate to excellent yields from 2-(indol-1-yl)phenylamines with aromatic aldehydes by an efficient and economical iron-catalyzed Pictet-Spengler reaction. Meanwhile, as compared with hymexazol, a commercially available agricultural fungicide at the concentration of 50 mu g/mL, some 5,6-dihydro-indolo[1,2-a]quinoxalines exhibited promising antifungal activities in vitro against the phytopathogenic fungi, and might be considered as novel promising lead candidates for further design and synthesis of agricultural fungicides. (C) 2011 Elsevier Masson SAS. All rights reserved.