N’-(2-(4-isobutylphenyl)propanoyl)isonicotinohydrazide | 1007699-63-9

• 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’-(2-(4-isobutylphenyl)propanoyl)isonicotinohydrazide
• 英文别名: N'-(2-(4-isobutylphenyl)propanoyl)isonicotinohydrazide；N'-[2-[4-(2-methylpropyl)phenyl]propanoyl]pyridine-4-carbohydrazide
• CAS: 1007699-63-9
• 化学式: C₁₉H₂₃N₃O₂
• 分子量: 325.411
• InChiKey: HUQLIWZSJGAILU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71.09
• 氢给体数：
  2.0
• 氢受体数：
  3.0

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 10.0h， 生成 N’-(2-(4-isobutylphenyl)propanoyl)isonicotinohydrazide
  参考文献：
  名称：

  布洛芬药物杂化物的合成、理论研究和生物学评价

  摘要：

  在目前的工作中，通过修饰4-氨基安替比林、磺胺甲恶唑、吡嗪酰胺和异烟肼的游离氨基，设计了四种布洛芬药物杂化物（ 1-4 ）。化合物 ( 1-4 ) 通过实验合成并通过 FTIR、质谱、1 H 和13进行表征通过SwissADME评估其药物相似性后的C-NMR光谱技术和质谱分析。进行了理论研究以与实验数据相比评估它们的结构模式。理论 IR 和 NMR 使用 DFT-B3LYP/6-311G(d,p) 方法计算，结果与实验数据非常接近。实验分析了这些化合物作为抗胆碱酯酶、抗氧化剂和抗菌剂的生物学潜力，结果与理论研究非常吻合。化合物( 1 )被发现是最显着的AChE和BChE抑制剂，抑制百分比分别为92.5±0.58和94.5±0.57，而化合物2被发现是有效的抗氧化剂和抗菌剂。

  DOI：

  10.1007/s00044-022-02955-2

文献信息

• Synthesis of new ibuprofen derivatives with their in silico and in vitro cyclooxygenase-2 inhibitions
  作者：Cevher Gundogdu-Hizliates、Hakan Alyuruk、Mustafa Gocmenturk、Yavuz Ergun、Levent Cavas

  DOI：10.1016/j.bioorg.2013.10.002

  日期：2014.2

  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.