(E)-1-(4-iodophenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(4-iodophenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-hydroxyphenyl)-1-(4-iodophenyl)prop-2-en-1-one
• 化学式: C₁₅H₁₁IO₂
• 分子量: 350.156
• InChiKey: WZWRXVRZZWURFI-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-1-(4-iodophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以24.7%的产率得到(E)-1-(4-iodophenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Novel chalcones as probes for in vivo imaging of β-amyloid plaques in Alzheimer’s brains

  摘要：

  A novel series of chalcone derivatives for in vivo imaging beta-amyloid plaques in the brain of Alzheimer's disease (AD) were synthesized and characterized. When in vitro binding studies using A beta aggregates were carried out with chalcone derivatives, the binding affinities for A aggregate varied from 3 to 105 nM. The radioiodinated chalcones were successfully prepared through an iododestannylation reaction from the corresponding tributyltin derivatives using hydrogen peroxide as the oxidant in high yields and with high radiochemical purities. Biodistribution studies in normal mice after iv injection of the radioiodinated chalcones displayed high brain uptake (2.0-4.7%ID/g at 2 min) and rapid clearance from the brain (0.2-0.6%ID/g at 30 min), which is highly desirable or amyloid imaging agents. The results in this study suggest that the novel radioiodinated chalcones may be useful amyloid imaging agents for detecting P-amyloid plaques in the brain of AD. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.052

文献信息

• Solvent-free synthesis, spectral correlations and antimicrobial activities of some aryl E 2-propen-1-ones
  作者：K. Sathiyamoorthi、V. Mala、S.P. Sakthinathan、D. Kamalakkannan、R. Suresh、G. Vanangamudi、G. Thirunarayanan

  DOI：10.1016/j.saa.2013.04.048

  日期：2013.8

  Totally 38 aryl E 2-propen-1-ones including nine substituted styryl 4-iodophenyl ketones have been synthesised using solvent-free SiO2-H3PO4 catalyzed Aldol condensation between respective methyl ketones and substituted benzaldehydes under microwave irradiation. The yields of the ketones are more than 80%. The synthesised chalcones were characterized by their analytical, physical and spectroscopic

  在微波辐射下，使用无溶剂的SiO2-H3PO4催化的Aldol缩合反应，合成了38个芳基E 2-丙-1-酮，其中包括9个取代的苯乙烯基4-碘苯基酮。酮的产率超过80％。合成的查耳酮以其分析，物理和光谱数据为特征。使用单线性回归分析，已合成的取代苯乙烯基4-碘苯基酮的光谱频率已与哈米特取代基常数，F和R参数相关联。使用Bauer-Kirby方法研究了4-碘苯基查耳酮的抗菌活性。
• Novel chalcones as probes for in vivo imaging of β-amyloid plaques in Alzheimer’s brains
  作者：Masahiro Ono、Mamoru Haratake、Hiroshi Mori、Morio Nakayama

  DOI：10.1016/j.bmc.2007.07.052

  日期：2007.11

  A novel series of chalcone derivatives for in vivo imaging beta-amyloid plaques in the brain of Alzheimer's disease (AD) were synthesized and characterized. When in vitro binding studies using A beta aggregates were carried out with chalcone derivatives, the binding affinities for A aggregate varied from 3 to 105 nM. The radioiodinated chalcones were successfully prepared through an iododestannylation reaction from the corresponding tributyltin derivatives using hydrogen peroxide as the oxidant in high yields and with high radiochemical purities. Biodistribution studies in normal mice after iv injection of the radioiodinated chalcones displayed high brain uptake (2.0-4.7%ID/g at 2 min) and rapid clearance from the brain (0.2-0.6%ID/g at 30 min), which is highly desirable or amyloid imaging agents. The results in this study suggest that the novel radioiodinated chalcones may be useful amyloid imaging agents for detecting P-amyloid plaques in the brain of AD. (C) 2007 Elsevier Ltd. All rights reserved.