1,2-bis((ω-benzoylstyren-4-yl)oxy)ethane | 1155394-10-7

• 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: 1,2-bis((ω-benzoylstyren-4-yl)oxy)ethane
• 英文别名: 1,2-di(2'-benzoyl-4-styryloxy)ethane
• CAS: 1155394-10-7
• 化学式: C₃₂H₂₆O₄
• 分子量: 474.556
• InChiKey: ZCEQMZFUQQNAFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2-bis((ω-benzoylstyren-4-yl)oxy)ethane 、 氨基硫脲 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以45%的产率得到5,5'-[1,2-ethanediylbis(oxy-4,1-phenylene)]bis[4,5-dihydro-3-phenyl-1H-pyrazole-1-thiocarboxamide]
  参考文献：
  名称：

  Facile synthesis of bis(4,5-dihydro-1H-pyrazole-1-carboxamides) and their thio-analogues of potential PGE2 inhibitory properties

  摘要：

  A variety of bis(3-aryl-4,5-dihydro-1H-pyrazole-1-thiocarboxamides) 2a-h were prepared via reaction of bis(2-propen-1-ones) 1a-h with thiosemicarbazide in ethanolic KOH solution. Meanwhile, bis(3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamides) 3a-d were obtained through reaction of 1a-d with semicarbazide hydrochloride in refluxing with acetic acid. Anti-inflammatory activity screening of the synthesized compounds 2a-f,h; 3a-d (at a dose of 50 mg/kg of body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method in rats exhibited that many of the tested compounds reveal considerable anti-inflammatory properties, especially 2e and f which reveal remarkable activities relative to indomethacin (which was used as a reference standard at a dose of 10 mg/kg of body weight). Ulcerogenic liability for the most promising prepared anti-inflammatory active agents (2b,c,e and f) (at a dose of 50 mg/kg of body weight) using indomethacin as a reference standard (at a dose of 10 mg/kg of body weight) indicated that compounds 2b and c exhibit lower ulcer index values than the used reference standard itself PGE(2) inhibitory properties of the highly promising synthesized anti-inflammatory active agents (2b,c,e and f) were determined by PGE2 assay kit technique, which reveal remarkable activities coincide greatly with the observed anti-inflammatory properties. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.10.020
• 作为产物：
  描述：

  对羟基苯甲醛 在 potassium carbonate 、 potassium iodide 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 1,2-bis((ω-benzoylstyren-4-yl)oxy)ethane
  参考文献：
  名称：

  Novel UV-sensitive bis-chalcone derivatives: synthesis and photocrosslinking properties in solution and solid PMMA film

  摘要：

  通过 1H NMR、UV-Vis 和傅立叶变换红外光谱分析，合成了一系列查尔酮衍生物，其中两个查尔酮基团通过烷基二氧链连接。在 365 纳米紫外线的照射下，分子中的查尔酮基团发生了 [2π + 2π] 光二聚化。研究人员对溶液和石英板上聚甲基丙烯酸甲酯（PMMA）固态薄膜的光交联特性进行了研究。研究发现，化合物的光交联率取决于官能团的不同柔性，而官能团的柔性又取决于两个查尔酮分子之间的间隔链的长度。含有最长软链的衍生物在溶液和固体薄膜中的光交联速率都更快。经偏振紫外线（PUV）辐照后，所有掺杂了双查尔酮衍生物的薄膜都显示出各向异性的吸收特性，这可能会给 LC 对位材料带来广阔的应用前景。

  DOI：

  10.1007/s11164-010-0236-0

文献信息

• Synthesis of novel chalcone derivatives and their stabilization effect of spiropyran in PMMA films
  作者：Zheng Kai Si、Qing Zhang、Min Zhao Xue、Yuan Yuan Zhu、Liang Ming、Qiao Rong Sheng、Yan Gang Liu

  DOI：10.1016/j.cclet.2011.04.001

  日期：2011.9

  Three novel bis-chalcone derivatives with different alkyldioxy spacers were synthesized and dispersed into polymethyl methacrylate (PMMA) chloroform solution with 6-nitro-1'-ethy1-3',3'-dimethylspiro-2H-1-benzopyran-2,2'-indoline (ESP) to prepare photochromic PMMA films in a facile way. After irradiation with 365 nm UV light, the photocrosslinking reaction between chalcone units was proved to retard the decolorization of merocyanine form of the photochromic spiropyran effectively, as results of the steric hindrance produced by photocycloaddition of chalcone groups. It has been found that the bis-chalcone molecule with the shortest spacer has the most effective stabilizing effect on retardation of decoloration of spiropyran. (C) 2011 Yan Gang Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.