4-(6-(2-fluoroethoxy)quinoxalin-2-yl)-N-methylaniline | 1437281-37-2

• 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-fluoroethoxy)quinoxalin-2-yl)-N-methylaniline
• 英文别名: 4-[6-(2-fluoroethoxy)quinoxalin-2-yl]-N-methylaniline
• CAS: 1437281-37-2
• 化学式: C₁₇H₁₆FN₃O
• 分子量: 297.332
• InChiKey: WSLPTXHXNXRQGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(6-(2-fluoroethoxy)quinoxalin-2-yl)aniline 在 sodium tetrahydroborate 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 4-(6-(2-fluoroethoxy)quinoxalin-2-yl)-N-methylaniline
  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

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。
• Radioactive fluorine-labeled quinoxaline compound
  申请人：Kyoto University

  公开号：EP2711026A1

  公开（公告）日：2014-03-26

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

  本发明提供了一种可作为针对淀粉样蛋白的诊断成像探针的化合物，以及一种包括该化合物的阿尔茨海默病诊断剂。
• 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.