2-(1,3-di((E)-2-(2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethyl 4-methylbenzenesulfonate | 1346502-75-7

• 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-(1,3-di((E)-2-(2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethyl 4-methylbenzenesulfonate
• CAS: 1346502-75-7
• 化学式: C₇₄H₁₀₆N₄O₂₂S
• 分子量: 1435.74
• InChiKey: MWFDMSWAGWVZEA-QUMQEAAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.32
• 重原子数：
  101.0
• 可旋转键数：
  54.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  266.68
• 氢给体数：
  0.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  2-(1,3-di((E)-2-(2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethyl 4-methylbenzenesulfonate 在 sodium fluoride 、 potassium carbonate 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 、 盐酸 作用下， 以 二甲基亚砜 、 水 为溶剂， 反应 0.37h， 以30%的产率得到2-(2-(18)F-fluoroethoxy)-1,3-di((E)-2-(2-(2-(2-(2-(2-(5-(4-(methylamino)styryl)pyridin-2-yloxy)ethoxy)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-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethanol 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到2-(1,3-di((E)-2-(2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethyl 4-methylbenzenesulfonate
  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