2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)acetohydrazide | 1443038-09-2

• 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)acetohydrazide
• CAS: 1443038-09-2
• 化学式: C₁₅H₁₁BrClFN₂O₃
• 分子量: 401.619
• InChiKey: BBTJPUXTMYVKIE-UHFFFAOYSA-N

物化性质

• 熔点：
  137.2-138.6 °C
• 沸点：
  615.8±55.0 °C(Predicted)
• 密度：
  1.606±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.42
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [2-chloro-4-(4-chloro-benzoyl)-6-fluoro-phenoxy]-acetic acid 、 2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)acetohydrazide 在 2,6-二甲基吡啶 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以80%的产率得到2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)-N'-(2-(2-chloro-4-(4-chlorobenzoyl)-6-fluorophenoxy)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
• 作为产物：
  描述：

  2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)acetic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以66%的产率得到2-(4-(4-bromobenzoyl)-2-chloro-6-fluorophenoxy)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