2-(9H-carbazol-9-yl)-N-ethyl-N-(pyridin-3-ylmethyl)acetamide

• 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: 2-(9H-carbazol-9-yl)-N-ethyl-N-(pyridin-3-ylmethyl)acetamide
• 英文别名: 2-carbazol-9-yl-N-ethyl-N-(pyridin-3-ylmethyl)acetamide
• 化学式: C₂₂H₂₁N₃O
• 分子量: 343.428
• InChiKey: NTRDQWAVLNQVTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴甲基吡啶 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 2-(9H-carbazol-9-yl)-N-ethyl-N-(pyridin-3-ylmethyl)acetamide
  参考文献：
  名称：

  First Nondiscriminating Translocator Protein Ligands Produced from a Carbazole Scaffold

  摘要：

  Development of neuroinflammation agents targeting the translocator protein (TSPO) has been hindered by a common single nucleotide polymorphism (A147T) at which TSPO ligands commonly lose affinity. To this end, carbazole acetamide scaffolds were synthesized and structure activity relationships elaborated to explore the requirements for high-affinity binding to both TSPO wild type (WT) and the polymorphic TSPO A147T. This study reports high binding affinity and nondiscriminating TSPO ligands.

  DOI：

  10.1021/acs.jmedchem.9b00980

文献信息

• First Nondiscriminating Translocator Protein Ligands Produced from a Carbazole Scaffold
  作者：Hei Wun Alison Cheng、Renee Sokias、Eryn L. Werry、Lars M. Ittner、Tristan A. Reekie、Jonathan Du、Quanqing Gao、David E. Hibbs、Michael Kassiou

  DOI：10.1021/acs.jmedchem.9b00980

  日期：2019.9.12

  Development of neuroinflammation agents targeting the translocator protein (TSPO) has been hindered by a common single nucleotide polymorphism (A147T) at which TSPO ligands commonly lose affinity. To this end, carbazole acetamide scaffolds were synthesized and structure activity relationships elaborated to explore the requirements for high-affinity binding to both TSPO wild type (WT) and the polymorphic TSPO A147T. This study reports high binding affinity and nondiscriminating TSPO ligands.