5,6-dichloro-2-(1,1,2,2,3,3,3-heptafluoropropyl)-1H-benzimidazole

• 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-2-(1,1,2,2,3,3,3-heptafluoropropyl)-1H-benzimidazole
• 化学式: C₁₀H₃Cl₂F₇N₂
• 分子量: 355.042
• InChiKey: FWNNBTFCGMQEBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,5-二氯邻苯二胺 、 七氟丁酸 在 盐酸 作用下， 反应 72.0h， 以37%的产率得到5,6-dichloro-2-(1,1,2,2,3,3,3-heptafluoropropyl)-1H-benzimidazole
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of 2-substituted halogenobenzimidazoles

  摘要：

  A series of substituted 2-polyfluoroalkyl and 2-nitrobenzylsulphanyl benzimidazoles was synthesized. The compounds were evaluated for their activity against four Mycobacterium strains; the activities were expressed as the minimum inhibitory concentration (MIC). The substances tested showed appreciable antimycobacterial activity, particularly 5,6-dichloro-2-nonafluorobutylbenzimidazole (2h), and 5-halogeno-(5a-c) and 4,6-dihalogeno- (5d and 5g) 2-(3,5-dinitrobenzylsulphanyl)benzimidazoles, whose MIC values for Mycobacterium kansasii and Mycobacterium avium exceeded that of isoniazide that was used as a reference compound. Relationships between structure and biological activity of the tested benzimidazole derivatives are discussed. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.10.004

文献信息

• Synthesis and antimycobacterial activity of 2-substituted halogenobenzimidazoles
  作者：Z. Kazimierczuk、M. Andrzejewska、J. Kaustova、V. Klimešova

  DOI：10.1016/j.ejmech.2004.10.004

  日期：2005.2

  A series of substituted 2-polyfluoroalkyl and 2-nitrobenzylsulphanyl benzimidazoles was synthesized. The compounds were evaluated for their activity against four Mycobacterium strains; the activities were expressed as the minimum inhibitory concentration (MIC). The substances tested showed appreciable antimycobacterial activity, particularly 5,6-dichloro-2-nonafluorobutylbenzimidazole (2h), and 5-halogeno-(5a-c) and 4,6-dihalogeno- (5d and 5g) 2-(3,5-dinitrobenzylsulphanyl)benzimidazoles, whose MIC values for Mycobacterium kansasii and Mycobacterium avium exceeded that of isoniazide that was used as a reference compound. Relationships between structure and biological activity of the tested benzimidazole derivatives are discussed. (C) 2004 Elsevier SAS. All rights reserved.