3,3'-((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(1-(p-tolyl)prop-2-en-1-one) | 1155394-08-3

• 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: 3,3'-((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(1-(p-tolyl)prop-2-en-1-one)
• CAS: 1155394-08-3
• 化学式: C₃₄H₃₀O₄
• 分子量: 502.61
• InChiKey: ZOBXCSNYXQNQHP-UHFFFAOYSA-N

物化性质

• 沸点：
  707.2±60.0 °C(predicted)
• 密度：
  1.164±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.55
• 重原子数：
  38.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  3,3'-((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(1-(p-tolyl)prop-2-en-1-one) 、 盐酸氨基脲 在 溶剂黄146 作用下， 以52%的产率得到5,5'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[4,5-dihydro-3-(4-methylphenyl)-1H-pyrazole-1-carboxamide]
  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：

  2-[2-(2-甲烷酰苯氧基)乙氧基]苯甲醛 、 对甲基苯乙酮 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3,3'-((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(1-(p-tolyl)prop-2-en-1-one)
  参考文献：
  名称：

  某些新型双（3-吡啶甲腈）衍生物的合成和血管舒张活性

  摘要：

  各种双（2-烷氧基-6-芳基-3- pyridinecarbonitriles）的4A -米制备经由双反应（2-丙烯-1-酮）3A -克与丙二腈在KOH的存在下适当的醇。假定该反应是通过迈克尔加成反应，然后由于在腈基之一上的醇盐亲核攻击而环化而发生的。该假设通过在适当的醇中在KOH存在下，亚甲基丙二腈5与相应的苯乙酮2的反应得到证实。起始bis（2-propen-1-ones）3e和f立体选择性地制备为通过在乙醇KOH溶液中双苯甲醛1与取代的苯乙酮2e和f的缩合得到E， E'-几何异构体。利用去甲肾上腺素盐酸盐预收缩的离体大鼠胸主动脉对合成化合物4a – g和4i – m的血管舒张活性筛选显示，许多受试化合物均显示出显着的血管舒张特性，尤其是4e和f具有显着活性。

  DOI：

  10.1016/j.ejmech.2010.08.032