(S,S)-2-(tert-Butyloxycarbonyl)-5-(2-pyrazinyl)-2,5-diazabicyclo[2.2.1]heptane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S,S)-2-(tert-Butyloxycarbonyl)-5-(2-pyrazinyl)-2,5-diazabicyclo[2.2.1]heptane
• 英文别名: tert-butyl (1S,4S)-5-pyrazin-2-yl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
• 化学式: C₁₄H₂₀N₄O₂
• 分子量: 276.338
• InChiKey: GSAXWLAXDLWWEX-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S,S)-2-(tert-Butyloxycarbonyl)-5-(2-pyrazinyl)-2,5-diazabicyclo[2.2.1]heptane 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Syntheses and structure–activity relationship (SAR) studies of 2,5-diazabicyclo[2.2.1]heptanes as novel α7 neuronal nicotinic receptor (NNR) ligands

  摘要：

  Biaryl substituted 2,5-diazabicyclo[2.2.1]heptanes have been synthesized and tested for their affinity toward alpha 7 neuronal nicotinic receptors (NNRs). SAR studies established that 5-N-methyl substituent, heteroaryl linker and the nature of terminal aryl group are critical for the ligand to achieve potent alpha 7 NNR agonist activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.105
• 作为产物：
  描述：

  2-氯吡嗪 、 (1S,4S)-2-Boc-2,5-二氮双环[2.2.1]庚烷 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 (S,S)-2-(tert-Butyloxycarbonyl)-5-(2-pyrazinyl)-2,5-diazabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Syntheses and structure–activity relationship (SAR) studies of 2,5-diazabicyclo[2.2.1]heptanes as novel α7 neuronal nicotinic receptor (NNR) ligands

  摘要：

  Biaryl substituted 2,5-diazabicyclo[2.2.1]heptanes have been synthesized and tested for their affinity toward alpha 7 neuronal nicotinic receptors (NNRs). SAR studies established that 5-N-methyl substituent, heteroaryl linker and the nature of terminal aryl group are critical for the ligand to achieve potent alpha 7 NNR agonist activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.105

文献信息

• US5478939A
  申请人：——

  公开号：US5478939A

  公开（公告）日：1995-12-26
• Syntheses and structure–activity relationship (SAR) studies of 2,5-diazabicyclo[2.2.1]heptanes as novel α7 neuronal nicotinic receptor (NNR) ligands
  作者：Tao Li、William H. Bunnelle、Keith B. Ryther、David J. Anderson、John Malysz、Rosalind Helfrich、Jens H. Grønlien、Monika Håkerud、Dan Peters、Michael R. Schrimpf、Murali Gopalakrishnan、Jianguo Ji

  DOI：10.1016/j.bmcl.2010.04.105

  日期：2010.6

  Biaryl substituted 2,5-diazabicyclo[2.2.1]heptanes have been synthesized and tested for their affinity toward alpha 7 neuronal nicotinic receptors (NNRs). SAR studies established that 5-N-methyl substituent, heteroaryl linker and the nature of terminal aryl group are critical for the ligand to achieve potent alpha 7 NNR agonist activity. (C) 2010 Elsevier Ltd. All rights reserved.