di-n-butyl (4-trifluoromethylphenylamino)-(3-fluorophenyl)-methylphosphonate

• 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: di-n-butyl (4-trifluoromethylphenylamino)-(3-fluorophenyl)-methylphosphonate
• 英文别名: N-[dibutoxyphosphoryl-(3-fluorophenyl)methyl]-4-(trifluoromethyl)aniline
• 化学式: C₂₂H₂₈F₄NO₃P
• 分子量: 461.437
• InChiKey: SNJQONPXXBBFDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  亚磷酸二丁酯 、 对三氟甲基苯胺 、 3-氟苯甲醛 在 三氟化硼乙醚 作用下， 反应 0.33h， 以83.1%的产率得到di-n-butyl (4-trifluoromethylphenylamino)-(3-fluorophenyl)-methylphosphonate
  参考文献：
  名称：

  Synthesis and biological activities of novel dialkyl (4-trifluoromethylphenylamino)-(4-trifluoromethyl or 3-fluorophenyl) methylphosphonates

  摘要：

  A series of novel dialkyl (4-trifluoromethylphenylamino)-(4-trifluoromethyl or 3-fluorophenyl) methylphosphonates 3 were synthesized through the reaction of 3-fluorobenzaldehyde or 4-trifluoromethylbenzaldehyde and 4-trifluoromethylaniline with dialkyl phosphite by microwave irradiation using boron trifluoride-ether catalyst and their structures were clearly verified by spectroscopic data (IR, H-1 NMR and elemental analysis). The results of bioassay showed that these title compounds possess potential anticancer activities in vitro by MTT method. At the same time, we found these title compounds exhibit moderate antiviral activity against tobacco mosaic virus. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.09.014

文献信息

• Synthesis and biological activities of novel dialkyl (4-trifluoromethylphenylamino)-(4-trifluoromethyl or 3-fluorophenyl) methylphosphonates
  作者：Guoping Zhang、Baoan Song、Wei Xue、Linhong Jin、Deyu Hu、Qiongqiong Wan、Ping Lu、Hua Wang、Song Yang、Qianzhu Li、Gang Liu

  DOI：10.1016/j.jfluchem.2005.09.014

  日期：2006.1

  A series of novel dialkyl (4-trifluoromethylphenylamino)-(4-trifluoromethyl or 3-fluorophenyl) methylphosphonates 3 were synthesized through the reaction of 3-fluorobenzaldehyde or 4-trifluoromethylbenzaldehyde and 4-trifluoromethylaniline with dialkyl phosphite by microwave irradiation using boron trifluoride-ether catalyst and their structures were clearly verified by spectroscopic data (IR, H-1 NMR and elemental analysis). The results of bioassay showed that these title compounds possess potential anticancer activities in vitro by MTT method. At the same time, we found these title compounds exhibit moderate antiviral activity against tobacco mosaic virus. (C) 2005 Elsevier B.V. All rights reserved.