2-(2-nitro-1H-imidazol-1-yl)-1-(4-phenylphenyl)ethan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-nitro-1H-imidazol-1-yl)-1-(4-phenylphenyl)ethan-1-one
• 英文别名: 2-(2-Nitroimidazol-1-yl)-1-(4-phenylphenyl)ethanone；2-(2-nitroimidazol-1-yl)-1-(4-phenylphenyl)ethanone
• 化学式: C₁₇H₁₃N₃O₃
• 分子量: 307.309
• InChiKey: IKLFWWCIJKDTCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-硝基咪唑 、 2-溴-4-苯基乙酰苯 在 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 2-(2-nitro-1H-imidazol-1-yl)-1-(4-phenylphenyl)ethan-1-one
  参考文献：
  名称：

  Novel 3-Nitrotriazole-Based Amides and Carbinols as Bifunctional Antichagasic Agents

  摘要：

  3-Nitro-1H-1,2,4-triazole-based amides with a linear, rigid core and 3-nitrotriazole-based fluconazole analogues were synthesized as dual functioning antitrypanosomal agents. Such compounds are excellent substrates for type I nitroreductase (NTR) located in the mitochondrion of trypanosomatids and, at the same time, act as inhibitors of the sterol 14a-demethylase (T. cruzi CYP51) enzyme. Because combination treatments against parasites are often superior to monotherapy, we believe that this emerging class of bifunctional compounds may introduce a new generation of antitrypanosomal drugs. In the present work, the synthesis and in vitro and in vivo evaluation of such compounds is discussed.

  DOI：

  10.1021/jm5015742

文献信息

• Novel 3-Nitrotriazole-Based Amides and Carbinols as Bifunctional Antichagasic Agents
  作者：Maria V. Papadopoulou、William D. Bloomer、Galina I. Lepesheva、Howard S. Rosenzweig、Marcel Kaiser、Benjamín Aguilera-Venegas、Shane R. Wilkinson、Eric Chatelain、Jean-Robert Ioset

  DOI：10.1021/jm5015742

  日期：2015.2.12

  3-Nitro-1H-1,2,4-triazole-based amides with a linear, rigid core and 3-nitrotriazole-based fluconazole analogues were synthesized as dual functioning antitrypanosomal agents. Such compounds are excellent substrates for type I nitroreductase (NTR) located in the mitochondrion of trypanosomatids and, at the same time, act as inhibitors of the sterol 14a-demethylase (T. cruzi CYP51) enzyme. Because combination treatments against parasites are often superior to monotherapy, we believe that this emerging class of bifunctional compounds may introduce a new generation of antitrypanosomal drugs. In the present work, the synthesis and in vitro and in vivo evaluation of such compounds is discussed.