5,6-dichloro-1-methyl-2-trifluoromethyl-1H-benzoimidazole | 19517-16-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5,6-dichloro-1-methyl-2-trifluoromethyl-1H-benzoimidazole
• 英文别名: 5,6-Dichloro-1-methyl-2-(trifluoromethyl)benzimidazole
• CAS: 19517-16-9
• 化学式: C₉H₅Cl₂F₃N₂
• 分子量: 269.053
• InChiKey: SYPXDFDMTRSOGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  305.9±42.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,5-二氯-2-硝基苯胺 在 镍 氢气 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 5,6-dichloro-1-methyl-2-trifluoromethyl-1H-benzoimidazole
  参考文献：
  名称：

  Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives

  摘要：

  2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00619-3

文献信息

• Synthesis and biological evaluation of benzo[d]imidazole derivatives as potential anti-cancer agents
  作者：Hamad M. Alkahtani、Abdullahi Y. Abbas、Shudong Wang

  DOI：10.1016/j.bmcl.2011.12.088

  日期：2012.2

  We herein report the synthesis, biological activity and structure-activity relationship of derivatives of 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole and benzo[d]imidazole. A lead compound 6o demonstrates potent anti-proliferative activity and the ability to induce cancer cell apoptosis. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives
  作者：Gabriel Navarrete-Vázquez、Roberto Cedillo、Alicia Hernández-Campos、Lilián Yépez、Francisco Hernández-Luis、Juan Valdez、Raúl Morales、Rafael Cortés、Manuel Hernández、Rafael Castillo

  DOI：10.1016/s0960-894x(00)00619-3

  日期：2001.1

  2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.