(E,E)-1-methoxy-2,5-bis(4-trifluoromethyl)styrylbenzene | 1601462-13-8

• 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: (E,E)-1-methoxy-2,5-bis(4-trifluoromethyl)styrylbenzene
• 英文别名: 2-methoxy-1,4-bis[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]benzene
• CAS: 1601462-13-8
• 化学式: C₂₅H₁₈F₆O
• 分子量: 448.408
• InChiKey: WYQWKVKFVRPCEX-KHVHPYDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,4-bis(bromomethyl)-2-methoxybenzene 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 32.0h， 生成 (E,E)-1-methoxy-2,5-bis(4-trifluoromethyl)styrylbenzene
  参考文献：
  名称：

  Polyfluorinated bis-styrylbenzenes as amyloid-β plaque binding ligands

  摘要：

  Detection of cerebral beta-amyloid (A beta) by targeted contrast agents remains of great interest to aid the in vivo diagnosis of Alzheimer's disease (AD). Bis-styrylbenzenes have been previously reported as potential A beta imaging agents. To further explore their potency as F-19 MRI contrast agents we synthetized several novel fluorinated bis-styrylbenzenes and studied their fluorescent properties and amyloid-beta binding characteristics. The compounds showed a high affinity for Ab plaques on murine and human brain sections. Interestingly, competitive binding experiments demonstrated that they bound to a different binding site than chrysamine G. Despite their high logP values, many bis-styrylbenzenes were able to enter the brain and label murine amyloid in vivo. Unfortunately initial post-mortem F-19 NMR studies showed that these compounds as yet do not warrant further MRI studies due to the reduction of the 19F signal in the environment of the brain. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.02.054

文献信息

• Direct <i>trans</i>-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow
  作者：Karoline T. Neumann、Sebastian Klimczyk、Mia N. Burhardt、Benny Bang-Andersen、Troels Skrydstrup、Anders T. Lindhardt

  DOI：10.1021/acscatal.6b01045

  日期：2016.7.1

  efficient trans-selective hydrogenation of alkynes under low hydrogen pressure and low reaction temperatures is reported, applying a commercially available ruthenium hydride complex. The developed reaction conditions, which tolerate a variety of functional groups, are carried out in a two-chamber setup with ex situ generated hydrogen. The reaction setup is highly suitable for deuterium labeling. The trans-selective

  据报道，使用可商购的氢化钌配合物，在低氢压力和低反应温度下有效的炔烃的反式选择性氢化。可以耐受各种官能团的发达反应条件是在两室设置下利用异位产生的氢气进行的。反应设置非常适合氘标记。的反式-选择性氢化外推至一个转移氢化协议，采用连续流动仅为10分钟的保留时间的填充床固定化钌氢化催化剂。
• Polyfluorinated bis-styrylbenzenes as amyloid-β plaque binding ligands
  作者：Rob J.A. Nabuurs、Varsha V. Kapoerchan、Athanasios Metaxas、Sanne de Jongh、Maaike de Backer、Mick M. Welling、Wim Jiskoot、Albert D. Windhorst、Hermen S. Overkleeft、Mark A. van Buchem、Mark Overhand、Louise van der Weerd

  DOI：10.1016/j.bmc.2014.02.054

  日期：2014.4

  Detection of cerebral beta-amyloid (A beta) by targeted contrast agents remains of great interest to aid the in vivo diagnosis of Alzheimer's disease (AD). Bis-styrylbenzenes have been previously reported as potential A beta imaging agents. To further explore their potency as F-19 MRI contrast agents we synthetized several novel fluorinated bis-styrylbenzenes and studied their fluorescent properties and amyloid-beta binding characteristics. The compounds showed a high affinity for Ab plaques on murine and human brain sections. Interestingly, competitive binding experiments demonstrated that they bound to a different binding site than chrysamine G. Despite their high logP values, many bis-styrylbenzenes were able to enter the brain and label murine amyloid in vivo. Unfortunately initial post-mortem F-19 NMR studies showed that these compounds as yet do not warrant further MRI studies due to the reduction of the 19F signal in the environment of the brain. (C) 2014 Published by Elsevier Ltd.