2-(2-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propane | 1346502-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propane
• CAS: 1346502-77-9
• 化学式: C₆₃H₉₁FN₄O₁₇
• 分子量: 1195.43
• InChiKey: COYIWPNEVDPPBK-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.54
• 重原子数：
  85.0
• 可旋转键数：
  45.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  204.85
• 氢给体数：
  0.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  2-(2-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propane 在 二甲基硫 、 三氟乙酸 作用下， 以93%的产率得到2-(2-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(methylamino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propane
  参考文献：
  名称：

  Multidentate ¹⁸F-Polypegylated Styrylpyridines As Imaging Agents for Aβ Plaques in Cerebral Amyloid Angiopathy (CAA)

  摘要：

  beta-Amyloid plaques (A beta plaques) in the brain are associated with cerebral amyloid angiopathy (CAA). Imaging agents that could target the A beta plaques in the living human brain would be potentially valuable as biomarkers in patients with CAA. A new series of F-18 styrylpyridine derivatives with high molecular weights for selectively targeting A beta plaques in the blood vessels of the brain but excluded from the brain parenchyma is reported. The styrylpyridine derivatives, 8a-c, display high binding affinities and specificity to A beta plaques (K-i = 2.87, 3.24, and 7.71 nM, respectively). In vitro autoradiography of [F-18]8a shows labeling of beta-amyloid plaques associated with blood vessel walls in human brain sections of subjects with CAA and also in the tissue of AD brain sections. The results suggest that [F-18]8a may be a useful PET imaging agent for selectively detecting A beta plaques associated with cerebral vessels in the living human brain.

  DOI：

  10.1021/jm2009106
• 作为产物：
  描述：

  2-(1,3-di((E)-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)-tetrahydro-2H-pyran 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propane
  参考文献：
  名称：

  Multidentate ¹⁸F-Polypegylated Styrylpyridines As Imaging Agents for Aβ Plaques in Cerebral Amyloid Angiopathy (CAA)

  摘要：

  beta-Amyloid plaques (A beta plaques) in the brain are associated with cerebral amyloid angiopathy (CAA). Imaging agents that could target the A beta plaques in the living human brain would be potentially valuable as biomarkers in patients with CAA. A new series of F-18 styrylpyridine derivatives with high molecular weights for selectively targeting A beta plaques in the blood vessels of the brain but excluded from the brain parenchyma is reported. The styrylpyridine derivatives, 8a-c, display high binding affinities and specificity to A beta plaques (K-i = 2.87, 3.24, and 7.71 nM, respectively). In vitro autoradiography of [F-18]8a shows labeling of beta-amyloid plaques associated with blood vessel walls in human brain sections of subjects with CAA and also in the tissue of AD brain sections. The results suggest that [F-18]8a may be a useful PET imaging agent for selectively detecting A beta plaques associated with cerebral vessels in the living human brain.

  DOI：

  10.1021/jm2009106