1-苯基甲氧基-4-[2-(4-苯基甲氧基苯基)乙烯基]苯 | 6954-53-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-苯基甲氧基-4-[2-(4-苯基甲氧基苯基)乙烯基]苯
• 英文名称: (E)-4,4'-dibenzyloxystilbene
• 英文别名: 1-phenylmethoxy-4-[(E)-2-(4-phenylmethoxyphenyl)ethenyl]benzene
• CAS: 6954-53-6
• 化学式: C₂₈H₂₄O₂
• 分子量: 392.497
• InChiKey: ZFIGZWAXQLCRHF-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯基甲氧基-4-[2-(4-苯基甲氧基苯基)乙烯基]苯 在 三溴化硼 、 水 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以73%的产率得到trans-4,4'-dihydroxystilbene
  参考文献：
  名称：

  Phenolic Bis-styrylbenzenes as β-Amyloid Binding Ligands and Free Radical Scavengers

  摘要：

  Starting from bisphenolic bis-styrylbenzene DF-9 (4), P-amyloid (A beta) binding affinity and specificity for phenolic bis-styrylbenzenes, monostyrylbenzenes, and alkyne controls were determined by fluorescence titration with beta-amyloid peptide A beta(1-40) and a fluorescence assay using APP/PSI transgenic mouse brain sections. Bis-styrylbenzene SA R is derived largely from work on symmetrical compounds. This study is the first to describe A beta binding data for bis-styrylbenzenes unsymmetrical in the outer rings. With one exception, binding affinity and specificity were decreased by adding and/or changing the substitution pattern of phenol functional groups, changing the orientation about the central phenyl ring, replacing the alkene with alkyne bonds, or eliminating the central phenyl ring. The only compound with an A beta binding affinity and specificity comparable to 4 was its 3-hydroxy regioisomer 8. Like 4, 8 crossed the blood brain barrier and bound to A beta plaques in vivo. By use of a DPPH assay, phenol functional groups with papa orientations seem to be a necessary. but insufficient, criterion for good free radical scavenging properties in these compounds.

  DOI：

  10.1021/jm1006929
• 作为产物：
  描述：

  4-苄氧基溴苄 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-苯基甲氧基-4-[2-(4-苯基甲氧基苯基)乙烯基]苯
  参考文献：
  名称：

  Phenolic Bis-styrylbenzenes as β-Amyloid Binding Ligands and Free Radical Scavengers

  摘要：

  Starting from bisphenolic bis-styrylbenzene DF-9 (4), P-amyloid (A beta) binding affinity and specificity for phenolic bis-styrylbenzenes, monostyrylbenzenes, and alkyne controls were determined by fluorescence titration with beta-amyloid peptide A beta(1-40) and a fluorescence assay using APP/PSI transgenic mouse brain sections. Bis-styrylbenzene SA R is derived largely from work on symmetrical compounds. This study is the first to describe A beta binding data for bis-styrylbenzenes unsymmetrical in the outer rings. With one exception, binding affinity and specificity were decreased by adding and/or changing the substitution pattern of phenol functional groups, changing the orientation about the central phenyl ring, replacing the alkene with alkyne bonds, or eliminating the central phenyl ring. The only compound with an A beta binding affinity and specificity comparable to 4 was its 3-hydroxy regioisomer 8. Like 4, 8 crossed the blood brain barrier and bound to A beta plaques in vivo. By use of a DPPH assay, phenol functional groups with papa orientations seem to be a necessary. but insufficient, criterion for good free radical scavenging properties in these compounds.

  DOI：

  10.1021/jm1006929

文献信息

• Photoisomerization and Fluorescence Properties of<i>para</i>-Substituted Benzyl Ether-Type Stilbene Dendrimers
  作者：Shinko Watanabe、Masashi Ikegami、Ritsuko Nagahata、Tatsuo Arai

  DOI：10.1246/bcsj.80.586

  日期：2007.3.15

  Stilbene dendrimers were prepared by coupling 4,4'-di-hydroxystilbene with first, second, third, or fouth generation benzyl ether-type dendrons. Despite a short lifetime of the core structure (<1 ns), all the generations of stilbene dendrimers underwent photoisomerization with the same efficiency as that of 4,4'-dimethoxystilbene.

  二苯乙烯树枝状聚合物通过将 4,4'-二羟基二苯乙烯与第一、第二、第三或第四代苄基醚型树枝状化合物偶联来制备。尽管核心结构的寿命很短（<1 ns），但所有代的二苯乙烯树枝状大分子都以与 4,4'-二甲氧基二苯乙烯相同的效率进行了光异构化。
• Inkjet ink and coloring composition
  申请人：Fujita Takuya

  公开号：US10655029B2

  公开（公告）日：2020-05-19

  An inkjet ink including: a stilbene-based compound represented by General Formula (1) below; where in the General Formula (1), R1 and R3 each independently represent, for example, an alkyl group including 1 to 20 carbon atoms, an alkenyl group including 1 to 20 carbon atoms, a phenyl group, or a naphthyl group.

  一种喷墨墨水，包括： 下文通式 (1) 所代表的苯乙烯基化合物； 在通式（1）中，R1 和 R3 各自独立地代表例如包括 1 至 20 个碳原子的烷基、包括 1 至 20 个碳原子的烯基、苯基或萘基。
• 1,3-Dipolar Cycloadditions of a 2-Oxoethanenitrile Oxide Derived from (2<i>R</i>)-Bornane-10,2-sultam to Electronically Modified 4,4′-Disubstituted Stilbenes
  作者：Jan Romanski、Christian Chapuis、Janusz Jurczak

  DOI：10.1002/hlca.200800412

  日期：2009.6

  Abstractmagnified imageThanks to its type‐II dipole nature, we were able to demonstrate the higher reactivity of the SO2/CO syn‐conformer for the uncatalyzed 1,3‐dipolar cycloaddition of the 2‐oxoethanenitrile oxide 2 derived from bornane‐10,2‐sultam to the symmetric 4,4′‐disubstituted trans‐stilbenes 3a–3i. The C(α)‐si dipolarophile πy approach along the CO bond precludes the use of the steric rules formerly expressed for this pseudo‐C2‐symmetric auxiliary. The observed diastereoselectivity is related to the electronic nature of the dipolarophile and may be predicted on the basis of its σpara Hammett constant. The absolute configuration was based on the X‐ray structure analysis of cycloadduct (4S,5S)‐4b, which exhibits an SO2/CO anti‐conformation. Finally, the results obtained with cis‐stilbene suggest a nonsynchronous mechanism.
• INKJET INK AND COLORING COMPOSITION
  申请人：FUJITA Takuya

  公开号：US20180094155A1

  公开（公告）日：2018-04-05

  An inkjet ink including: a stilbene-based compound represented by General Formula (1) below; where in the General Formula (1), R 1 and R 3 each independently represent, for example, an alkyl group including 1 to 20 carbon atoms, an alkenyl group including 1 to 20 carbon atoms, a phenyl group, or a naphthyl group.