tert-butyl 2-(6-iodopyridin-2-yl)-1H-indole-1-carboxylate | 914389-89-2

• 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: tert-butyl 2-(6-iodopyridin-2-yl)-1H-indole-1-carboxylate
• CAS: 914389-89-2
• 化学式: C₁₈H₁₇IN₂O₂
• 分子量: 420.25
• InChiKey: GSKFFZVJVMUZTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(6-iodopyridin-2-yl)-1H-indole-1-carboxylate 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N,N-dibutyl-2-(2-(6-iodopyridin-2-yl)-1H-indol-3-yl)-2-oxoacetamide
  参考文献：
  名称：

  Synthesis and receptor binding studies of halogenated N,N-dialkylel-(2-phenyl-1H-indol-3-yl)glyoxylamides to visualize peripheral benzodiazepine receptors with SPECT or PET

  摘要：

  A library of halogenated 2-arylindolyl-3-oxocarboxamides was prepared to develop radioligands to visualize cerebral PBR by SPECT and PET imaging. In vitro evaluation showed that most of the synthesized compounds were selective,high-affinity PBR ligands with adequate lipophilicity (log D(7.4) in the range of 1.6-2.4). The iodinated derivative 11 (K(i) = 2.6 nM) and the fluorinated analog 26 (K(i) = 6.2 nM) displayed higher affinity than reference compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.001
• 作为产物：
  描述：

  2,6-二溴吡啶 在 copper(l) iodide 、 四甲基乙二胺 、 sodium iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以84%的产率得到tert-butyl 2-(6-iodopyridin-2-yl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Synthesis and receptor binding studies of halogenated N,N-dialkylel-(2-phenyl-1H-indol-3-yl)glyoxylamides to visualize peripheral benzodiazepine receptors with SPECT or PET

  摘要：

  A library of halogenated 2-arylindolyl-3-oxocarboxamides was prepared to develop radioligands to visualize cerebral PBR by SPECT and PET imaging. In vitro evaluation showed that most of the synthesized compounds were selective,high-affinity PBR ligands with adequate lipophilicity (log D(7.4) in the range of 1.6-2.4). The iodinated derivative 11 (K(i) = 2.6 nM) and the fluorinated analog 26 (K(i) = 6.2 nM) displayed higher affinity than reference compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.001