1-[3-((1,1'-biphenyl)-2-yloxy)propyl]piperazine

• 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: 1-[3-((1,1'-biphenyl)-2-yloxy)propyl]piperazine
• 英文别名: 1-[3-(2-Phenylphenoxy)propyl]piperazine
• 化学式: C₁₉H₂₄N₂O
• 分子量: 296.412
• InChiKey: DKLBDMWARIMERP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[3-((1,1'-biphenyl)-2-yloxy)propyl]piperazine 、 ethyl 1-benzyl-5-(3-bromopropoxy)-2-methyl-1H-indole-3-carboxylate 在 sodium iodide 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以80%的产率得到ethyl 5-(2-(4-(3-([1,1'-biphenyl]-2-yloxy)propyl)piperazin-1-yl)ethoxy)-1-benzyl-2-methyl-1H-indole-3-carboxylate
  参考文献：
  名称：

  Improved Potency of Indole-Based NorA Efflux Pump Inhibitors: From Serendipity toward Rational Design and Development

  摘要：

  The NorA efflux pump is a potential drug target for reversal of resistance to selected antibacterial agents, and recently we described indole-based inhibitor candidates. Herein we report a second class of inhibitors derived from them but with significant differences, in shape and size. In particular, compounds 13 and 14 are very potent inhibitors in that they demonstrated, the lowest IC50 values (2 mu M) ever observed among all indole-based compounds we have,evaluated.

  DOI：

  10.1021/acs.jmedchem.6b01281
• 作为产物：
  描述：

  邻苯基苯酚 在 potassium carbonate 、 sodium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 6.5h， 生成 1-[3-((1,1'-biphenyl)-2-yloxy)propyl]piperazine
  参考文献：
  名称：

  Improved Potency of Indole-Based NorA Efflux Pump Inhibitors: From Serendipity toward Rational Design and Development

  摘要：

  The NorA efflux pump is a potential drug target for reversal of resistance to selected antibacterial agents, and recently we described indole-based inhibitor candidates. Herein we report a second class of inhibitors derived from them but with significant differences, in shape and size. In particular, compounds 13 and 14 are very potent inhibitors in that they demonstrated, the lowest IC50 values (2 mu M) ever observed among all indole-based compounds we have,evaluated.

  DOI：

  10.1021/acs.jmedchem.6b01281

文献信息

• Improved Potency of Indole-Based NorA Efflux Pump Inhibitors: From Serendipity toward Rational Design and Development
  作者：Federica Buonerba、Susan Lepri、Laura Goracci、Bryan D. Schindler、Susan M. Seo、Glenn W. Kaatz、Gabriele Cruciani

  DOI：10.1021/acs.jmedchem.6b01281

  日期：2017.1.12

  The NorA efflux pump is a potential drug target for reversal of resistance to selected antibacterial agents, and recently we described indole-based inhibitor candidates. Herein we report a second class of inhibitors derived from them but with significant differences, in shape and size. In particular, compounds 13 and 14 are very potent inhibitors in that they demonstrated, the lowest IC50 values (2 mu M) ever observed among all indole-based compounds we have,evaluated.