2-(4-fluorophenyl)-4-methyl-1H-benzo[d]imidazole | 1457379-13-3

• 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: 2-(4-fluorophenyl)-4-methyl-1H-benzo[d]imidazole
• 英文别名: 2-(4'-Fluorophenyl)-7-methyl-1H-benzo[d]imidazole (16)；2-(4-fluorophenyl)-4-methyl-1H-benzimidazole
• CAS: 1457379-13-3
• 化学式: C₁₄H₁₁FN₂
• mdl: MFCD21366695
• 分子量: 226.253
• InChiKey: UOMLMMFANMDKSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 、 2,3-二氨基甲苯 在 sodium meta bi sulfate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 130.0 ℃ 、101.33 kPa 条件下， 生成 2-(4-fluorophenyl)-4-methyl-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles

  摘要：

  Benzimidazole analogs 1-27 were synthesized, characterized by EI-MS and H-1 NMR and their alpha-glucosidase inhibitory activities were found out experimentally. Compound 25, 19, 10 and 20 have best inhibitory activities with IC50 values 5.30 +/- 0.10, 16.10 +/- 0.10, 25.36 +/- 0.14 and 29.75 +/- 0.19 respectively against alpha-glucosidase. Compound 6 and 12 has no inhibitory activity against alpha-glucosidase enzyme among the series. Further studies showed that the compounds are not showing any cytotoxicity effect. The docking studies of the compounds as well as the experimental activities of the compounds correlated well. From the molecular docking studies, it was observed that the top ranked conformation of all the compounds fit well in the active site of the homology model of alpha-glucosidase. (C) 2016 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2016.02.004

文献信息

• A one-step synthesis of substituted benzo- and pyridine-fused 1H-imidazoles
  作者：Sonu Kumar、Manash P. Sarmah、Yella Reddy、Ashish Bhatt、Ravi Kant

  DOI：10.1080/00397911.2021.2001658

  日期：2022.1.2

  Abstract Substituted benzimidazoles and pyrimidazoles are an important group of heterocyclic aromatic organic compounds in the field of medicinal chemistry. A one-step microwave accelerated synthesis of substituted benzo- and pyridine-fused 1H-imidazoles has been described. Mechanistically, the reaction proceeds by reacting substituted 2-fluoronitrobenzene and substituted arylamine through the formation

  摘要 取代的苯并咪唑类和嘧唑类化合物是药物化学领域中一类重要的杂环芳香族有机化合物。已经描述了取代苯并和吡啶稠合的 1H-咪唑的一步微波加速合成。从机理上讲，该反应通过取代的 2-氟硝基苯和取代的芳基胺通过形成 N-羟基中间体进行反应，该中间体在较高温度下裂解得到所需的产物。与先前描述的合成方法相比，这种方法实现了反应时间的减少、更高的产率、更清洁的反应。
• Rubber composition
  申请人：Bridgestone Corporation

  公开号：EP0251760A2

  公开（公告）日：1988-01-07

  A rubber composition containing a specifically limited imidazole compound or imidazoline compound, or benzimidazole or its specifically limited derivative has a large tan δ at high temperature range, and a tire having a tread using such rubber composition is prevented from being lowered in the value of tan δ due to the temperature rising during the running and has an improved grip performance during the high speed running. The use of Brønsted acid in combination with the imidazole, imidazoline or benzimidazole can obviate the drawback of poor scorch resistance of a rubber composition containing the imidazole, imidazoline or benzimidazole alone, and the resulting rubber composition has a very large tan δ at a high temperature range, and a tire having a tread using the rubber composition has a remarkably improved grip performance during the high speed running.

  含有特限咪唑化合物或咪唑啉化合物或苯并咪唑或其特限衍生物的橡胶组合物在高温范围内具有较大的 tan δ，使用这种橡胶组合物的轮胎胎面不会因行驶过程中温度升高而降低 tan δ 值，在高速行驶过程中具有更好的抓地性能。 将布氏酸与咪唑、咪唑啉或苯并咪唑结合使用，可避免单独含有咪唑、咪唑啉或苯并咪唑的橡胶组合物抗焦烧性差的缺点，由此产生的橡胶组合物在高温范围内具有非常大的 tan δ，使用这种橡胶组合物的轮胎胎面在高速行驶过程中具有显著改善的抓地性能。
• Bhattacharyya, Bhaswati; Dhara, Kaliprasanna, Journal of the Indian Chemical Society, 2013, vol. 90, # 10, p. 1749 - 1759
  作者：Bhattacharyya, Bhaswati、Dhara, Kaliprasanna

  DOI：——

  日期：——