(E)-2-(2-(2-((5-(4-nitrostyryl)pyridin-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-(2-(2-((5-(4-nitrostyryl)pyridin-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol
• 英文别名: (E)-2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-5-(4-nitrostyryl)pyridine；2-[2-[2-[5-[(E)-2-(4-nitrophenyl)ethenyl]pyridin-2-yl]oxyethoxy]ethoxy]ethanol
• 化学式: C₁₉H₂₂N₂O₆
• 分子量: 374.393
• InChiKey: BRHSFMBLRMVBBH-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-(2-((5-(4-nitrostyryl)pyridin-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol 在 palladium on activated charcoal 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (E)-2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-5-(4-aminostyryl)pyridine
  参考文献：
  名称：

  Oligoethyleneoxy-Modified ^99mTc-Labeled β-Amyloid Imaging Probes with Improved Brain Pharmacokinetics for Single-Photon Emission Computed Tomography

  摘要：

  An oligoethyleneoxy linker was introduced for conjugation between Tc-99m/Re-bis(aminoethanethiol) (BAT) and beta-amyloid (A beta) binding scaffolds. Rhenium complexes exhibited high to moderate binding affinity to A beta(1-42) aggregates and efficient fluorescent staining to A beta plaques in brain tissue. After radiolabeling, the Tc-99m-labeled probes revealed improved brain pharmacokinetics in normal ICR mice. Probe [Tc-99m]15 with potent binding affinity (K-i = 13.4 nM) and the highest initial brain uptake (2.10% ID/g at 2 min) in normal ICR mice was evaluated further. In vitro autoradiography showed specific labeling of A beta plaques by [Tc-99m]15 in transgenic (Tg) mouse brain tissue. Ex vivo autoradiography further demonstrated its efficient labeling of A beta plaques in a living Tg mouse. In vivo single photon emission computed tomography (SPECT)/CT imaging in six rhesus monkeys revealed remarkably improved brain uptakes (1.94-2.63% ID within 20 min) of [Tc-99m]15, making it highly potential to be used in humans for A beta plaques imaging in the brain.

  DOI：

  10.1021/acs.jmedchem.7b01834
• 作为产物：
  描述：

  6-氯烟醛 在 potassium tert-butylate 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 (E)-2-(2-(2-((5-(4-nitrostyryl)pyridin-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol
  参考文献：
  名称：

  Oligoethyleneoxy-Modified ^99mTc-Labeled β-Amyloid Imaging Probes with Improved Brain Pharmacokinetics for Single-Photon Emission Computed Tomography

  摘要：

  An oligoethyleneoxy linker was introduced for conjugation between Tc-99m/Re-bis(aminoethanethiol) (BAT) and beta-amyloid (A beta) binding scaffolds. Rhenium complexes exhibited high to moderate binding affinity to A beta(1-42) aggregates and efficient fluorescent staining to A beta plaques in brain tissue. After radiolabeling, the Tc-99m-labeled probes revealed improved brain pharmacokinetics in normal ICR mice. Probe [Tc-99m]15 with potent binding affinity (K-i = 13.4 nM) and the highest initial brain uptake (2.10% ID/g at 2 min) in normal ICR mice was evaluated further. In vitro autoradiography showed specific labeling of A beta plaques by [Tc-99m]15 in transgenic (Tg) mouse brain tissue. Ex vivo autoradiography further demonstrated its efficient labeling of A beta plaques in a living Tg mouse. In vivo single photon emission computed tomography (SPECT)/CT imaging in six rhesus monkeys revealed remarkably improved brain uptakes (1.94-2.63% ID within 20 min) of [Tc-99m]15, making it highly potential to be used in humans for A beta plaques imaging in the brain.

  DOI：

  10.1021/acs.jmedchem.7b01834

文献信息

• Stryrylpyridine derivates and theur use for binding and imaging amylod plaques
  申请人：Kung F. Hank

  公开号：US20080038195A1

  公开（公告）日：2008-02-14

  This invention relates to a method of imaging amyloid deposits and to styrylpyridine compounds, and methods of making radiolabeled styrylpyridine compounds useful in imaging amyloid deposits. This invention also relates to compounds, and methods of making compounds for inhibiting the aggregation of amyloid proteins to form amyloid deposits, and a method of delivering a therapeutic agent to amyloid deposits.

  本发明涉及一种成像淀粉样沉积物的方法，以及styrylpyridine化合物和制备放射性标记的styrylpyridine化合物以用于成像淀粉样沉积物的方法。本发明还涉及化合物和制备化合物以抑制淀粉样蛋白聚集形成淀粉样沉积物的方法，以及将治疗剂递送到淀粉样沉积物的方法。
• Styrylpyridine Derivatives and Their Use for Binding and Imaging Amyloid Plaques
  申请人：Kung Hank F.

  公开号：US20090123369A1

  公开（公告）日：2009-05-14

  This invention relates to a method of imaging amyloid deposits and to styrylpyridine compounds, and methods of making radiolabeled styrylpyridine compounds useful in imaging amyloid deposits. This invention also relates to compounds, and methods of making compounds for inhibiting the aggregation of amyloid proteins to form amyloid deposits, and a method of delivering a therapeutic agent to amyloid deposits.

  本发明涉及一种成像淀粉样沉积物的方法，以及styrylpyridine化合物和制备放射性标记的styrylpyridine化合物的方法，用于成像淀粉样沉积物。本发明还涉及化合物和制备化合物的方法，以抑制淀粉样蛋白聚集形成淀粉样沉积物，并将治疗剂输送到淀粉样沉积物的方法。
• Styrylpyridine derivatives and their use for binding and imaging amyloid plaques
  申请人：Kung Hank F.

  公开号：US08506929B2

  公开（公告）日：2013-08-13

  This invention relates to a method of imaging amyloid deposits and to styrylpyridine compounds, and methods of making radiolabeled styrylpyridine compounds useful in imaging amyloid deposits. This invention also relates to compounds, and methods of making compounds for inhibiting the aggregation of amyloid proteins to form amyloid deposits, and a method of delivering a therapeutic agent to amyloid deposits.

  本发明涉及一种成像淀粉样沉积物的方法，以及styrylpyridine化合物和制备放射性标记的styrylpyridine化合物的方法，用于成像淀粉样沉积物。本发明还涉及化合物和制备化合物的方法，用于抑制淀粉样蛋白聚集形成淀粉样沉积物，并提供一种将治疗剂递送到淀粉样沉积物的方法。
• STYRYLPYRIDINE DERIVATIVES AND THEIR USE FOR BINDING AND IMAGING AMYLOID PLAQUES
  申请人：Kung Hank F.

  公开号：US20130129624A1

  公开（公告）日：2013-05-23

  This invention relates to a method of imaging amyloid deposits and to styrylpyridine compounds, and methods of making radiolabeled styrylpyridine compounds useful in imaging amyloid deposits. This invention also relates to compounds, and methods of making compounds for inhibiting the aggregation of amyloid proteins to form amyloid deposits, and a method of delivering a therapeutic agent to amyloid deposits.

  本发明涉及一种成像淀粉样沉积物的方法，以及styrylpyridine化合物和制备放射性标记的styrylpyridine化合物用于成像淀粉样沉积物的方法。本发明还涉及化合物和制备化合物的方法，用于抑制淀粉样蛋白聚集形成淀粉样沉积物，并将治疗剂传递到淀粉样沉积物。
• WO2007/126733
  申请人：——

  公开号：——

  公开（公告）日：——