4-(5-bromo-1H-indol-1-yl)-N,N-dimethylbenzenamine | 1239440-20-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(5-bromo-1H-indol-1-yl)-N,N-dimethylbenzenamine
• CAS: 1239440-20-0
• 化学式: C₁₆H₁₅BrN₂
• 分子量: 315.212
• InChiKey: XNDSXNFMVNNXPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  8.17
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(5-bromo-1H-indol-1-yl)-N,N-dimethylbenzenamine 在 四(三苯基膦)钯 、 六正丁基二锡 、 三乙胺 、 碘 作用下， 以 1,4-二氧六环 、 乙酸乙酯 为溶剂， 反应 11.0h， 以55.3%的产率得到4-(5-iodo-1H-indol-1-yl)-N,N-dimethylbenzenamine
  参考文献：
  名称：

  Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain

  摘要：

  We synthesized a novel series of phenylindole (PI) derivatives and evaluated their biological activities as probes for imaging A beta plaques in vivo. The affinity for A beta plaques was assessed by an in vitro-binding assay using pre-formed synthetic A beta aggregates. 2-Phenyl-1H-indole (2-PI) derivatives showed high affinity for A beta 42 aggregates with K-i values ranging from 4 to 32 nM. 2-PI derivatives clearly stained A beta plaques in an animal model of AD. In biodistribution experiments using normal mice, 2-PI derivatives displayed sufficient uptake for imaging, ranging from 1.1% to 2.6% ID/g. Although additional modifications are necessary to improve uptake by and clearance from the brain, 2-PI derivatives may be useful as a backbone structure to develop novel Ab imaging agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.013
• 作为产物：
  描述：

  5-溴吲哚 、 4-二甲基氨基苯硼酸 在 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以44.2%的产率得到4-(5-bromo-1H-indol-1-yl)-N,N-dimethylbenzenamine
  参考文献：
  名称：

  Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain

  摘要：

  We synthesized a novel series of phenylindole (PI) derivatives and evaluated their biological activities as probes for imaging A beta plaques in vivo. The affinity for A beta plaques was assessed by an in vitro-binding assay using pre-formed synthetic A beta aggregates. 2-Phenyl-1H-indole (2-PI) derivatives showed high affinity for A beta 42 aggregates with K-i values ranging from 4 to 32 nM. 2-PI derivatives clearly stained A beta plaques in an animal model of AD. In biodistribution experiments using normal mice, 2-PI derivatives displayed sufficient uptake for imaging, ranging from 1.1% to 2.6% ID/g. Although additional modifications are necessary to improve uptake by and clearance from the brain, 2-PI derivatives may be useful as a backbone structure to develop novel Ab imaging agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.013