N-{2-[5-methoxy-1-(4-methoxyphenyl)-1H-indole-3-yl]-ethyl}-acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-{2-[5-methoxy-1-(4-methoxyphenyl)-1H-indole-3-yl]-ethyl}-acetamide
• 英文别名: N-[2-[5-methoxy-1-(4-methoxyphenyl)indol-3-yl]ethyl]acetamide
• 化学式: C₂₀H₂₂N₂O₃
• 分子量: 338.406
• InChiKey: RWZYSELEODVQGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-碘苯甲醚 、 褪黑素 在 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-{2-[5-methoxy-1-(4-methoxyphenyl)-1H-indole-3-yl]-ethyl}-acetamide
  参考文献：
  名称：

  Receptor-binding studies of 1-N-substituted melatonin analogues

  摘要：

  In order to analyse the relevance of the indole electronic region in the binding of melatonin to its receptors, we prepared several analogues with p-H, p-NO2, p-MeO, p-F and p-Me of benzyl, benzoyl and phenyl substituents at position 1 of the melatonin skeleton. The electronic properties of the analogues, as calculated with the semiempirical method AM1, were correlated with their affinity for the melatonin receptor from chicken brain membranes. Different trends were observed for each compound series. Compound 5c, with a p-NO2-benzoyl group, showed the best affinity indicating the importance of a polar bulky group in the receptor interaction. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01410-1

文献信息

• 硝基芳烃脱硝偶联合成N-芳基吡咯和N-芳基吲哚的方法
  申请人：广西大学

  公开号：CN114380730A

  公开（公告）日：2022-04-22

  本发明公开了一种硝基芳烃脱硝偶联合成N‑芳基吡咯和N‑芳基吲哚的方法，以吡咯、吲哚类含氮芳香杂环化合物与硝基芳烃为原料，在过渡金属催化下，通过硝基芳烃与吡咯、吲哚类含氮芳杂环的碳‑氮键脱硝偶联的方式直接生成N‑芳基化吡咯、N‑芳基化吲哚类化合物。与传统方法相比，本发明在合成条件和实用性方面有明显的优势，它具有合成步骤简单、操作简便、原料价廉易得、对官能团兼容性好、化学选择性以及原子经济性高等优点，也更加符合绿色和可持续化学的理念，为此类具有广泛应用价值的化合物的高效合成提供了参考和可靠的技术支持。
• Receptor-binding studies of 1-N-substituted melatonin analogues
  作者：A Lira-Rocha

  DOI：10.1016/s0223-5234(02)01410-1

  日期：2002.12.1

  In order to analyse the relevance of the indole electronic region in the binding of melatonin to its receptors, we prepared several analogues with p-H, p-NO2, p-MeO, p-F and p-Me of benzyl, benzoyl and phenyl substituents at position 1 of the melatonin skeleton. The electronic properties of the analogues, as calculated with the semiempirical method AM1, were correlated with their affinity for the melatonin receptor from chicken brain membranes. Different trends were observed for each compound series. Compound 5c, with a p-NO2-benzoyl group, showed the best affinity indicating the importance of a polar bulky group in the receptor interaction. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.