4-(6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)-N,N-dimethylaniline | 1437281-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)-N,N-dimethylaniline
• 英文别名: 4-(6-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)-N,N-dimethylaniline；4-[6-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]quinoxalin-2-yl]-N,N-dimethylaniline
• CAS: 1437281-39-4
• 化学式: C₂₄H₃₃N₃O₂Si
• 分子量: 423.63
• InChiKey: LLEMTYGSUZGMJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)-N,N-dimethylaniline 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Structure–Activity Relationships and in Vivo Evaluation of Quinoxaline Derivatives for PET Imaging of β-Amyloid Plaques

  摘要：

  This letter describes the synthesis, structure-activity relationships, and in vivo evaluation of a new series of 2-phenylquinoxaline (PQ) derivatives for imaging beta-amyloid (A beta) plaques in Alzheimer's disease (AD). In experiments in vitro, the affinity of the derivatives for A beta aggregates varied, with K-i values of 0.895 to 1180 nM. In brain sections from AD patients, derivatives with a K-i of less than 111 nM intensely labeled A beta plaques, while those with values over 242 nM showed no marked labeling. In biodistribution experiments using normal mice, the derivatives showed good uptake into (4-69-7.59 %ID/g at 2 or 10 min postinjection) and subsequent washout from (1.48-3.08 %ID/g at 60 mm postinjection) the brain. In addition, [F-18]PQ-6 labeled A beta plaques in vivo in APP transgenic mice, while it showed nonspecific binding in the white matter. Further structural optimization based on [F-18]PQ-6 may lead to more useful PET probes for imaging A beta plaques.

  DOI：

  10.1021/ml4000707
• 作为产物：
  描述：

  2-氯-6-甲氧基喹噁啉 在 aluminum (III) chloride 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 10.0h， 生成 4-(6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)-N,N-dimethylaniline
  参考文献：
  名称：

  RADIOACTIVE FLUORINE-LABELED QUINOXALINE COMPOUND

  摘要：

  提供了一种作为靶向淀粉样蛋白的诊断成像探针的复合物，以及包括该复合物的阿尔茨海默病诊断药剂。

  公开号：

  US20140088306A1

文献信息

• RADIOACTIVE FLUORINE-LABELED QUINOXALINE COMPOUND
  申请人：Nihon Medi-Physics Co., Ltd.

  公开号：US20140088306A1

  公开（公告）日：2014-03-27

  Provided is a compound effective as a diagnostic imaging probe targeting amyloid and an agent for Alzheimer's disease diagnosis including the compound.

  提供了一种作为靶向淀粉样蛋白的诊断成像探针的复合物，以及包括该复合物的阿尔茨海默病诊断药剂。
• Structure–Activity Relationships and in Vivo Evaluation of Quinoxaline Derivatives for PET Imaging of β-Amyloid Plaques
  作者：Masashi Yoshimura、Masahiro Ono、Kenji Matsumura、Hiroyuki Watanabe、Hiroyuki Kimura、Mengchao Cui、Yuji Nakamoto、Kaori Togashi、Yoko Okamoto、Masafumi Ihara、Ryosuke Takahashi、Hideo Saji

  DOI：10.1021/ml4000707

  日期：2013.7.11

  This letter describes the synthesis, structure-activity relationships, and in vivo evaluation of a new series of 2-phenylquinoxaline (PQ) derivatives for imaging beta-amyloid (A beta) plaques in Alzheimer's disease (AD). In experiments in vitro, the affinity of the derivatives for A beta aggregates varied, with K-i values of 0.895 to 1180 nM. In brain sections from AD patients, derivatives with a K-i of less than 111 nM intensely labeled A beta plaques, while those with values over 242 nM showed no marked labeling. In biodistribution experiments using normal mice, the derivatives showed good uptake into (4-69-7.59 %ID/g at 2 or 10 min postinjection) and subsequent washout from (1.48-3.08 %ID/g at 60 mm postinjection) the brain. In addition, [F-18]PQ-6 labeled A beta plaques in vivo in APP transgenic mice, while it showed nonspecific binding in the white matter. Further structural optimization based on [F-18]PQ-6 may lead to more useful PET probes for imaging A beta plaques.