(2E)-3-(4-butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one | 944352-94-7

• 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: (2E)-3-(4-butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one
• 英文别名: (2E)-3-(4-Butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one；(E)-3-(4-butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one
• CAS: 944352-94-7
• 化学式: C₁₉H₁₉ClO₂
• 分子量: 314.812
• InChiKey: AYORCXNKPXYSOP-AWNIVKPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E)-3-(4-butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one 、 3,4-二甲基苯肼盐酸盐 在 盐酸 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.5h， 以83%的产率得到C₂₇H₂₉ClN₂O
  参考文献：
  名称：

  Synthesis and spectral characterization of new homologous 1,3,5-triaryl-2-pyrazolines: Influence of alkyloxy chain length on fluorescence

  摘要：

  Twelve new homologous 1,3,5-triaryl-2-pyrazolines (1c-12c) have been synthesized and characterized on the basis of their spectral (IR, H-1 and C-13 NMR and MS) data and microanalysis. The influence of alkyloxy chain length on absorption and fluorescence properties of lc-12c was studied by UV-Vis and emission spectroscopy. For all the compounds, fluorescence was observed in the blue region of the visible spectrum. Furthermore, a strong influence of alkyloxy chain length was found on the emission intensity of 1,3,5-triaryl-2-pyrazolines, without causing any major blue- or red-shift in the emission wavelength (lambda(em)(max)). The absorption and emission maxima (lambda(abs)(max) and lambda(em)(max))for all the compounds were observed in the range of 408-416 nm and 471-476 nm, respectively. The effect of chloro-substituent present on the conjugated backbone of 1,3,5-triaryl-2-pyrazoline moiety is also discussed. (C) 2014 Elsevier &V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.05.065
• 作为产物：
  描述：

  对氯苯乙酮 、 4-丁氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以36%的产率得到(2E)-3-(4-butoxyphenyl)-1-(4-chlorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  查耳酮的结构和电子特性对过氧化物酶体增殖物激活受体γ活化的影响。

  摘要：

  Chalcones与GW-1929具有一些结构相似性，GW-1929是一种过氧化物酶体增殖物激活的受体-γ（PPARγ）的高选择性强效激动剂。在这项研究中，我们测试了53种结构多样的查耳酮，以鉴定基于GAL4的反式激活分析中PPARγ激活所必需的特征。该屏幕鉴定了几种新颖的PPARγ查尔酮激动剂。我们的结果表明，在羰基侧具有富电子基团或空间较大基团（例如萘基）的查耳酮倾向于激活PPARγ。缺乏任何严格的结构或电子要求表明，PPARγ配体结合口袋的柔韧性可能允许各种查耳酮的结合，并且偏向于羰基侧稍大的富电子基团。

  DOI：

  10.1248/cpb.c12-00749

文献信息

• Effects of Structural and Electronic Characteristics of Chalcones on the Activation of Peroxisome Proliferator-Activated Receptor Gamma
  作者：Jason Taylor Schott、Charles Edward Mordaunt、Anthony Joseph Vargas、Martin Antonio Leon、Kevin Hsinwen Chen、Mandeep Singh、Mikiko Satoh、Emilio Leal Cardenas、Santanu Maitra、Nilay Vinod Patel、Hubrecht Johan Peter de Lijser

  DOI：10.1248/cpb.c12-00749

  日期：——

  chalcones with an electron rich group or sterically large groups such as naphthyl on the carbonyl side tend to activate PPARγ. The absence of any strict structural or electronic requirements suggests that the flexibility of the PPARγ ligand binding pocket may allow binding of diverse chalcones with some preference for a slightly larger electron-rich group on the carbonyl side. We predict that further structure-activity

  Chalcones与GW-1929具有一些结构相似性，GW-1929是一种过氧化物酶体增殖物激活的受体-γ（PPARγ）的高选择性强效激动剂。在这项研究中，我们测试了53种结构多样的查耳酮，以鉴定基于GAL4的反式激活分析中PPARγ激活所必需的特征。该屏幕鉴定了几种新颖的PPARγ查尔酮激动剂。我们的结果表明，在羰基侧具有富电子基团或空间较大基团（例如萘基）的查耳酮倾向于激活PPARγ。缺乏任何严格的结构或电子要求表明，PPARγ配体结合口袋的柔韧性可能允许各种查耳酮的结合，并且偏向于羰基侧稍大的富电子基团。
• Synthesis and spectral characterization of new homologous 1,3,5-triaryl-2-pyrazolines: Influence of alkyloxy chain length on fluorescence
  作者：Asghar Abbas、Safdar Hussain、Noureen Hafeez、Muhammad Moazzam Naseer

  DOI：10.1016/j.saa.2014.05.065

  日期：2014.12

  Twelve new homologous 1,3,5-triaryl-2-pyrazolines (1c-12c) have been synthesized and characterized on the basis of their spectral (IR, H-1 and C-13 NMR and MS) data and microanalysis. The influence of alkyloxy chain length on absorption and fluorescence properties of lc-12c was studied by UV-Vis and emission spectroscopy. For all the compounds, fluorescence was observed in the blue region of the visible spectrum. Furthermore, a strong influence of alkyloxy chain length was found on the emission intensity of 1,3,5-triaryl-2-pyrazolines, without causing any major blue- or red-shift in the emission wavelength (lambda(em)(max)). The absorption and emission maxima (lambda(abs)(max) and lambda(em)(max))for all the compounds were observed in the range of 408-416 nm and 471-476 nm, respectively. The effect of chloro-substituent present on the conjugated backbone of 1,3,5-triaryl-2-pyrazoline moiety is also discussed. (C) 2014 Elsevier &V. All rights reserved.