2-[2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethyl]-1Hisoindole-1,3(2H)-dione | 1403658-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethyl]-1Hisoindole-1,3(2H)-dione
• 英文别名: 2-[2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethyl]isoindole-1,3-dione；2-[2-(6-Bromoimidazo[1,2-a]pyridin-3-yl)ethyl]-1h-isoindole-1,3(2h)-dione
• CAS: 1403658-75-2
• 化学式: C₁₇H₁₂BrN₃O₂
• 分子量: 370.205
• InChiKey: IGCWJZOISNXFPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethyl]-1Hisoindole-1,3(2H)-dione 在 一水合肼 、 盐酸 作用下， 以 乙醇 、 乙醚 、 乙酸乙酯 为溶剂， 反应 4.0h， 以93%的产率得到2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethanamine dihydrochloride
  参考文献：
  名称：

  Exploring 6-(substituted sulfonyl)imidazopyridines as a potential scaffold for the design of 5-HT6 ligands

  摘要：

  Cognitive dysfunction is a characteristic of various forms of dementia such as Alzheimer's disease. We have focused on the 5-HT6 receptor in order to identify potent ligands. Herein we report the design of a novel series of 6-sulfonylimidazole derivatives substituted with an alkylamino chain at the 2- or 3-position, their synthesis, and their ability to interact with 5-HT6 receptors as evaluated in radioligand binding assays.

  DOI：

  10.1007/s00706-012-0893-3
• 作为产物：
  描述：

  2-氨基-5-溴吡啶 、 2-bromo-4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)butyraldehyde 以 乙酸乙酯 、 乙醇 为溶剂， 反应 48.0h， 以72%的产率得到2-[2-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethyl]-1Hisoindole-1,3(2H)-dione
  参考文献：
  名称：

  Methodology to Access Tetrahydrodipyridoimidazole Derivatives

  摘要：

  While the synthesis of beta and gamma-carboline derivatives were well described in the literature, the preparation of their aza-analogs such as tetrahydrodipyridoimidazole derivatives were less explored. In our laboratory we developed various methods to access to these compounds using Bischler-Napieralski as well as Pictet-Spengler reactions.

  DOI：

  10.3987/com-12-12447

文献信息

• Exploring 6-(substituted sulfonyl)imidazopyridines as a potential scaffold for the design of 5-HT6 ligands
  作者：Valeria Moas Heloire、Christophe Furman、Patricia Melnyk、Pascal Carato

  DOI：10.1007/s00706-012-0893-3

  日期：2013.3

  Cognitive dysfunction is a characteristic of various forms of dementia such as Alzheimer's disease. We have focused on the 5-HT6 receptor in order to identify potent ligands. Herein we report the design of a novel series of 6-sulfonylimidazole derivatives substituted with an alkylamino chain at the 2- or 3-position, their synthesis, and their ability to interact with 5-HT6 receptors as evaluated in radioligand binding assays.
• Methodology to Access Tetrahydrodipyridoimidazole Derivatives
  作者：Pascal Carato、Mohamed El Bousmaqui、Marion Donnier-Marechal、Paul-Emmanuel Larchanche、Patricia Melnyk

  DOI：10.3987/com-12-12447

  日期：——

  While the synthesis of beta and gamma-carboline derivatives were well described in the literature, the preparation of their aza-analogs such as tetrahydrodipyridoimidazole derivatives were less explored. In our laboratory we developed various methods to access to these compounds using Bischler-Napieralski as well as Pictet-Spengler reactions.