2,7-diethynylphenanthrene | 1448431-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,7-diethynylphenanthrene
• CAS: 1448431-95-5
• 化学式: C₁₈H₁₀
• 分子量: 226.277
• InChiKey: USTRISHDUZEGRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl (((5-azido-1,3-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate 、 2,7-diethynylphenanthrene 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Expedient Synthesis of SMAMPs via Click Chemistry

  摘要：

  A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 mu g/mL and 6.25 mu g/mL, respectively, and an HC50 of 693 mu g/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.

  DOI：

  10.1021/ml400155a
• 作为产物：
  描述：

  2,7-bis((trimethylsilyl)ethynyl)phenanthrene 在 potassium fluoride dihydrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 2,7-diethynylphenanthrene
  参考文献：
  名称：

  Expedient Synthesis of SMAMPs via Click Chemistry

  摘要：

  A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 mu g/mL and 6.25 mu g/mL, respectively, and an HC50 of 693 mu g/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.

  DOI：

  10.1021/ml400155a