N-(4,4-diethoxybutyl)-2-(4-isobutylphenyl)propanamide | 1558782-17-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(4,4-diethoxybutyl)-2-(4-isobutylphenyl)propanamide
• 英文别名: N-(4,4-diethoxybutyl)-2-[4-(2-methylpropyl)phenyl]propanamide
• CAS: 1558782-17-4
• 化学式: C₂₁H₃₅NO₃
• 分子量: 349.514
• InChiKey: RQKUGFLDJMNKSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  布洛芬 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 N-(4,4-diethoxybutyl)-2-(4-isobutylphenyl)propanamide
  参考文献：
  名称：

  Synthesis of new ibuprofen derivatives with their in silico and in vitro cyclooxygenase-2 inhibitions

  摘要：

  Cyclooxygenase-2 (COX-2) is one of the important targets for treatment of inflammation related diseases. In the literature, most of drug candidates are first synthesized and then their COX-2 inhibitory activities are tested by in vitro and in vivo experiments. However, synthesis of dozens of drug analogues without any interpretations on their inhibitory activity can result in loss of time and chemicals. Therefore, synthetic drug designs with molecular modeling are of importance to synthesize selective drug candidates against inflammatory diseases. The synthesis of the novel ibuprofen derivatives through their in silico and in vitro COX-2 inhibitory activities were investigated in the present study. Starting from ibuprofen, ibuprofen amide and ibuprofen acyl hydrazone derivatives were synthesized. According to the results of the in silico molecular docking and in vitro enzyme inhibition studies, the synthesized novel ibuprofen derivatives have selective COX-2 inhibition, and molecule 3a and 3c were showed higher inhibition compared to ibuprofen. In conclusion, the newly synthesized ibuprofen derivatives can be used in model in vivo studies. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2013.10.002