2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)-N'-(2-(2-chloro-6-fluoro-4-(4-fluorobenzoyl)phenoxy)acetyl)acetohydrazide | 1443038-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)-N'-(2-(2-chloro-6-fluoro-4-(4-fluorobenzoyl)phenoxy)acetyl)acetohydrazide
• CAS: 1443038-14-9
• 化学式: C₃₀H₁₈BrCl₂F₃N₂O₆
• 分子量: 710.288
• InChiKey: YSUPNGPTVXRAIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)-N'-(2-(2-chloro-6-fluoro-4-(4-fluorobenzoyl)phenoxy)acetyl)acetohydrazide 在 吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到[4-[[5-[[4-(4-Bromobenzoyl)-2-chloro-6-fluorophenoxy]methyl]-1,3,4-oxadiazol-2-yl]methoxy]-3-chloro-5-fluorophenyl]-(4-fluorophenyl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of 2,5-di(4-aryloylaryloxymethyl)-1,3,4-oxadiazoles as anti-cancer agents

  摘要：

  A series of 2,5-di(4-aryloylaryloxymethyl)-1,3,4-oxadiazoles 9a-j were obtained via multistep synthesis from hydroxybenzophenones 4a-e. The cytotoxicity of compounds 9a-j was evaluated against human leukemia cell lilies (K562 and CEM). The compounds exhibited moderate to good anti-cancer activity with compounds 9b and 9i having a chloro group exhibiting the best activity (IC50 = 10 mu M). Compound 9i exhibited activity against both the cell lines and 9b only exhibited activity against CEM. Further, a lactate dehydrogenase (LDH) assay and DNA fragmentation studies of the compounds 9a-j were also performed. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.040
• 作为产物：
  描述：

  (4-bromophenyl)(3-chloro-5-fluoro-4-hydroxyphenyl)methanone 在 2,6-二甲基吡啶 、 水 、 potassium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 一水合肼 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)-N'-(2-(2-chloro-6-fluoro-4-(4-fluorobenzoyl)phenoxy)acetyl)acetohydrazide
  参考文献：
  名称：

  Synthesis and evaluation of 2,5-di(4-aryloylaryloxymethyl)-1,3,4-oxadiazoles as anti-cancer agents

  摘要：

  A series of 2,5-di(4-aryloylaryloxymethyl)-1,3,4-oxadiazoles 9a-j were obtained via multistep synthesis from hydroxybenzophenones 4a-e. The cytotoxicity of compounds 9a-j was evaluated against human leukemia cell lilies (K562 and CEM). The compounds exhibited moderate to good anti-cancer activity with compounds 9b and 9i having a chloro group exhibiting the best activity (IC50 = 10 mu M). Compound 9i exhibited activity against both the cell lines and 9b only exhibited activity against CEM. Further, a lactate dehydrogenase (LDH) assay and DNA fragmentation studies of the compounds 9a-j were also performed. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.040