N-ethyl-N-((7-methoxy-9-(phenylsulfonyl)-9H-carbazol-4-yl)methyl)ethanamine | 1416580-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-ethyl-N-((7-methoxy-9-(phenylsulfonyl)-9H-carbazol-4-yl)methyl)ethanamine
• CAS: 1416580-43-2
• 化学式: C₂₄H₂₆N₂O₃S
• 分子量: 422.548
• InChiKey: XTNPXRUMXYBYFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.54
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-ethyl-N-((7-methoxy-9-(phenylsulfonyl)-9H-carbazol-4-yl)methyl)ethanamine 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以91%的产率得到N-ethyl-N-((7-methoxy-9H-carbazol-4-yl)methyl)ethanamine
  参考文献：
  名称：

  Design, synthesis and biological evaluation of D-ring opened galantamine analogs as multifunctional anti-Alzheimer agents

  摘要：

  Facing the multifactorial nature of Alzheimer's disease, twelve dibenzofuran/carbazole derivatives, which can be considered as the D-ring opened analogs of galantamine, have been designed and synthesized as multifunctional anti-Alzheimer agents. In vitro tests revealed that compounds 3 and 5, which bear a nitrate moiety in the molecule, showed a potent inhibition activity towards AChE and compound 3 showed a good A beta 42 aggregation inhibitory activity. Moreover, 3 and 5 could also release a relative low concentration of NO in vitro and they did not show toxicity to neuronal cells, while exerted a neuroprotective effect against the A beta-induced toxicity. More importantly, compound 3 showed a significant spatial memory improving effect in vivo, and a good safety in the ex vivo toxicity study. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.035
• 作为产物：
  描述：

  4-溴-3-硝基苯甲醚 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 偶氮二异丁腈 、 sodium hydride 、 potassium carbonate 、 三苯基膦 、 potassium iodide 作用下， 以 四氢呋喃 、 四氯化碳 、 邻二氯苯 、 丙酮 为溶剂， 反应 26.25h， 生成 N-ethyl-N-((7-methoxy-9-(phenylsulfonyl)-9H-carbazol-4-yl)methyl)ethanamine
  参考文献：
  名称：

  Design, synthesis and biological evaluation of D-ring opened galantamine analogs as multifunctional anti-Alzheimer agents

  摘要：

  Facing the multifactorial nature of Alzheimer's disease, twelve dibenzofuran/carbazole derivatives, which can be considered as the D-ring opened analogs of galantamine, have been designed and synthesized as multifunctional anti-Alzheimer agents. In vitro tests revealed that compounds 3 and 5, which bear a nitrate moiety in the molecule, showed a potent inhibition activity towards AChE and compound 3 showed a good A beta 42 aggregation inhibitory activity. Moreover, 3 and 5 could also release a relative low concentration of NO in vitro and they did not show toxicity to neuronal cells, while exerted a neuroprotective effect against the A beta-induced toxicity. More importantly, compound 3 showed a significant spatial memory improving effect in vivo, and a good safety in the ex vivo toxicity study. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.035