5,5'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[4,5-dihydro-3-(4-fluorophenyl)-1H-pyrazole-1-thiocarboxamide] | 1155394-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,5'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[4,5-dihydro-3-(4-fluorophenyl)-1H-pyrazole-1-thiocarboxamide]
• 英文别名: 3-[2-[2-[2-[2-Carbamothioyl-5-(4-fluorophenyl)-3,4-dihydropyrazol-3-yl]phenoxy]ethoxy]phenyl]-5-(4-fluorophenyl)-3,4-dihydropyrazole-2-carbothioamide
• CAS: 1155394-16-3
• 化学式: C₃₄H₃₀F₂N₆O₂S₂
• 分子量: 656.78
• InChiKey: KTVLZVSCPDOBFH-UHFFFAOYSA-N

物化性质

• 熔点：
  264-266 °C
• 沸点：
  787.6±70.0 °C(predicted)
• 密度：
  1.40±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  46
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,3'-((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(1-(4-fluorophenyl)prop-2-en-1-one) 、 氨基硫脲 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以43%的产率得到5,5'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[4,5-dihydro-3-(4-fluorophenyl)-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