4-N,N'-dimethylamino-4'-(2,2-dimethyl-[l,3]dioxane-5-ylmethoxy)stilbene | 902143-04-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-N,N'-dimethylamino-4'-(2,2-dimethyl-[l,3]dioxane-5-ylmethoxy)stilbene
• 英文别名: (4-{(E)-2-[4-(2,2-Dimethyl-[1,3]dioxan-5-ylmethoxy)-phenyl]-vinyl}-phenyl)-dimethyl-amine；4-[(E)-2-[4-[(2,2-dimethyl-1,3-dioxan-5-yl)methoxy]phenyl]ethenyl]-N,N-dimethylaniline
• CAS: 902143-04-8
• 化学式: C₂₃H₂₉NO₃
• 分子量: 367.488
• InChiKey: DAPCVMUQFKTPRT-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-N,N'-dimethylamino-4'-(2,2-dimethyl-[l,3]dioxane-5-ylmethoxy)stilbene 在 吡啶 、 盐酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 5.0h， 生成 4-N,N'-dimethylamino-4'-(1-fluoro-3-hydroxypropane-2-ylmethoxy)stilbene
  参考文献：
  名称：

  F-18 Stilbenes as PET Imaging Agents for Detecting β-Amyloid Plaques in the Brain

  摘要：

  Imaging agents targeting beta-amyloid (A beta) may be useful for diagnosis and treatment of patients with Alzheimer's disease (AD). Compounds 3e and 4e are fluorinated stilbene derivatives displaying high binding affinities for A beta plaques in AD brain homogenates (K-i = 15 +/- 6 and 5.0 +/- 1.2 nM, respectively). In vivo biodistributions of [F-18]3e and [F-18]4e in normal mice exhibited excellent brain penetrations (5.55 and 9.75% dose/g at 2 min), and rapid brain washouts were observed, especially for [F-18]4e (0.72% dose/g at 60 min). They also showed in vivo plaque labeling in APP/PS1 or Tg2576 transgenic mice, animal models for AD. Autoradiography of postmortem AD brain sections and AD homogenate binding studies confirmed the selective and specific binding properties to A beta plaques. In conclusion, the preliminary results strongly suggest that these fluorinated stilbene derivatives, [F-18]3e and [(18F)]4e, are suitable candidates as A beta plaque imaging agents for studying patients with AD.

  DOI：

  10.1021/jm050166g
• 作为产物：
  描述：

  (2,2-二甲基-1,3-二氧六环-5-基)甲醇 在 吡啶 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-N,N'-dimethylamino-4'-(2,2-dimethyl-[l,3]dioxane-5-ylmethoxy)stilbene
  参考文献：
  名称：

  F-18 Stilbenes as PET Imaging Agents for Detecting β-Amyloid Plaques in the Brain

  摘要：

  Imaging agents targeting beta-amyloid (A beta) may be useful for diagnosis and treatment of patients with Alzheimer's disease (AD). Compounds 3e and 4e are fluorinated stilbene derivatives displaying high binding affinities for A beta plaques in AD brain homogenates (K-i = 15 +/- 6 and 5.0 +/- 1.2 nM, respectively). In vivo biodistributions of [F-18]3e and [F-18]4e in normal mice exhibited excellent brain penetrations (5.55 and 9.75% dose/g at 2 min), and rapid brain washouts were observed, especially for [F-18]4e (0.72% dose/g at 60 min). They also showed in vivo plaque labeling in APP/PS1 or Tg2576 transgenic mice, animal models for AD. Autoradiography of postmortem AD brain sections and AD homogenate binding studies confirmed the selective and specific binding properties to A beta plaques. In conclusion, the preliminary results strongly suggest that these fluorinated stilbene derivatives, [F-18]3e and [(18F)]4e, are suitable candidates as A beta plaque imaging agents for studying patients with AD.

  DOI：

  10.1021/jm050166g

文献信息

• WO2006/66104
  申请人：——

  公开号：——

  公开（公告）日：——