[3-Chloro-4-[[5-[[2-chloro-4-(4-chlorobenzoyl)-6-fluorophenoxy]methyl]-1,3,4-oxadiazol-2-yl]methoxy]-5-fluorophenyl]-(4-chlorophenyl)methanone | 1443038-27-4

• 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: [3-Chloro-4-[[5-[[2-chloro-4-(4-chlorobenzoyl)-6-fluorophenoxy]methyl]-1,3,4-oxadiazol-2-yl]methoxy]-5-fluorophenyl]-(4-chlorophenyl)methanone
• 英文别名: [3-chloro-4-[[5-[[2-chloro-4-(4-chlorobenzoyl)-6-fluorophenoxy]methyl]-1,3,4-oxadiazol-2-yl]methoxy]-5-fluorophenyl]-(4-chlorophenyl)methanone
• CAS: 1443038-27-4
• 化学式: C₃₀H₁₆Cl₄F₂N₂O₅
• 分子量: 664.276
• InChiKey: OPSTZFWCCMZNDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  91.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-氯-6-氟苯酚 在 吡啶 、 2,6-二甲基吡啶 、 aluminum (III) chloride 、 三氟甲磺酸酐 、 水 、 potassium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 [3-Chloro-4-[[5-[[2-chloro-4-(4-chlorobenzoyl)-6-fluorophenoxy]methyl]-1,3,4-oxadiazol-2-yl]methoxy]-5-fluorophenyl]-(4-chlorophenyl)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

文献信息

• Synthesis and evaluation of 2,5-di(4-aryloylaryloxymethyl)-1,3,4-oxadiazoles as anti-cancer agents
  作者：H.D. Gurupadaswamy、V. Girish、C.V. Kavitha、Sathees C. Raghavan、Shaukath Ara Khanum

  DOI：10.1016/j.ejmech.2013.02.040

  日期：2013.5

  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.