N,N-bis(2-(((E)-2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethyl)amino)-2-oxoethyl)-2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)acetamide | 1346502-25-7

• 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: N,N-bis(2-(((E)-2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethyl)amino)-2-oxoethyl)-2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)acetamide
• 英文别名: tert-butyl N-[4-[(E)-2-[6-[2-[2-[2-[2-[[2-[[2-[2-[2-(2-fluoroethoxy)ethoxy]ethoxy]acetyl]-[2-[2-[2-[2-[2-[5-[(E)-2-[4-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]phenyl]ethenyl]pyridin-2-yl]oxyethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]pyridin-3-yl]ethenyl]phenyl]-N-methylcarbamate
• CAS: 1346502-25-7
• 化学式: C₆₆H₉₄FN₇O₁₈
• 分子量: 1292.51
• InChiKey: SLPICXHBNYLBBG-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  92
• 可旋转键数：
  50
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  265
• 氢给体数：
  2
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  N,N-bis(2-(((E)-2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethyl)amino)-2-oxoethyl)-2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)acetamide 在 二甲基硫 、 三氟乙酸 作用下， 反应 1.0h， 以62%的产率得到2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-N,N-bis(14-(5-((E)-4-(methylamino)styryl)pyridin-2-yloxy)-2-oxo-6,9,12-trioxa-3-azatetradecyl)acetamide
  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：

  4-乙烯苯胺 在 4-二甲氨基吡啶 、 sodium azide 、 四丁基氟化铵 、 四丁基溴化铵 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.83h， 生成 N,N-bis(2-(((E)-2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethyl)amino)-2-oxoethyl)-2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)acetamide
  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