1-[2-(4-ethoxycarbonylpiperazin-1-yl)acetyl]-3,5-dimethyl-2,6-bis(m-fluorophenyl)piperidin-4-one | 1282624-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-[2-(4-ethoxycarbonylpiperazin-1-yl)acetyl]-3,5-dimethyl-2,6-bis(m-fluorophenyl)piperidin-4-one
• 英文别名: Ethyl 4-[2-[2,6-bis(3-fluorophenyl)-3,5-dimethyl-4-oxo-1-piperidyl]-2-oxo-ethyl]piperazine-1-carboxylate；ethyl 4-[2-[2,6-bis(3-fluorophenyl)-3,5-dimethyl-4-oxopiperidin-1-yl]-2-oxoethyl]piperazine-1-carboxylate
• CAS: 1282624-19-4
• 化学式: C₂₈H₃₃F₂N₃O₄
• 分子量: 513.585
• InChiKey: YSJRJMLOOVTMDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-戊酮 在 ammonium acetate 、 三乙胺 作用下， 以 乙醇 、 甲苯 、 苯 为溶剂， 生成 1-[2-(4-ethoxycarbonylpiperazin-1-yl)acetyl]-3,5-dimethyl-2,6-bis(m-fluorophenyl)piperidin-4-one
  参考文献：
  名称：

  Design and synthesis of novel piperazine unit condensed 2,6-diarylpiperidin-4-one derivatives as antituberculosis and antimicrobial agents

  摘要：

  A new series of 1-[2-(4-ethoxycarbonylpiperazine-1-yl)acetyl]-2,6-diarylpiperidin-4-ones (3a-3j) has been synthesized by conventional method and were characterized by IR, elemental analysis, mass spectral, 1 H NMR, C-13 NMR, and single crystal X-ray diffraction analysis. The synthesized compounds were evaluated for their antituberculosis activity against Mycobacterium tuberculosis H37Rv (ATCC-27294) and also its antimicrobial activity were examined against five familiar bacterial and fungal strains. Among the synthesized compounds, compounds 3e-3j exhibit higher inhibition potency (16 mu g/ml) against M. tuberculosis H37Rv. Furthermore, compounds containing fluoro substituent in the phenyl ring at C-2 and C-6 positions of the piperidin-4-one motif (compounds 3c, 3d, and 3i) exerted better antibacterial and antifungal activity than the other phenyl-substituted compounds.

  DOI：

  10.1007/s00044-011-9573-9

文献信息

• Design and synthesis of novel piperazine unit condensed 2,6-diarylpiperidin-4-one derivatives as antituberculosis and antimicrobial agents
  作者：Mannangatty Rani、Paramasivam Parthiban、Rajamanickam Ramachandran、Senthamaraikannan Kabilan

  DOI：10.1007/s00044-011-9573-9

  日期：2012.5

  A new series of 1-[2-(4-ethoxycarbonylpiperazine-1-yl)acetyl]-2,6-diarylpiperidin-4-ones (3a-3j) has been synthesized by conventional method and were characterized by IR, elemental analysis, mass spectral, 1 H NMR, C-13 NMR, and single crystal X-ray diffraction analysis. The synthesized compounds were evaluated for their antituberculosis activity against Mycobacterium tuberculosis H37Rv (ATCC-27294) and also its antimicrobial activity were examined against five familiar bacterial and fungal strains. Among the synthesized compounds, compounds 3e-3j exhibit higher inhibition potency (16 mu g/ml) against M. tuberculosis H37Rv. Furthermore, compounds containing fluoro substituent in the phenyl ring at C-2 and C-6 positions of the piperidin-4-one motif (compounds 3c, 3d, and 3i) exerted better antibacterial and antifungal activity than the other phenyl-substituted compounds.