2-(3-nitrophenyl)-4,5-diphenyl-1-(m-tolyl)-1H-imidazole | 1438122-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-nitrophenyl)-4,5-diphenyl-1-(m-tolyl)-1H-imidazole
• 英文别名: 1-(3-methylphenyl)-2-(3-nitrophenyl)-4,5-diphenylimidazole
• CAS: 1438122-04-3
• 化学式: C₂₈H₂₁N₃O₂
• 分子量: 431.494
• InChiKey: ICSHSXIAEYTOBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 联苯甲酰 、 3-甲基苯胺 在 ammonium acetate 、 硼酸 作用下， 以 1,2-丙二醇 为溶剂， 反应 6.0h， 以89%的产率得到2-(3-nitrophenyl)-4,5-diphenyl-1-(m-tolyl)-1H-imidazole
  参考文献：
  名称：

  芳基取代的咪唑衍生物作为抗原生动物剂的体外评估以及对克鲁斯锥虫，婴儿利什曼原虫和布鲁氏锥虫的固醇14α-脱甲基酶（CYP51）的对接研究。

  摘要：

  迫切需要发现和开发新的药物来对抗寄生虫病，例如南美锥虫病（Trypanosoma cruzi），昏睡病（Trypanosoma brucei）和利什曼病（Leishmania ssp。）。根据世界卫生组织，这些疾病被认为是全世界13种最无人照料的疾病之一。在目前的工作中，进行了14个芳基取代的咪唑的合成及其与固醇14α-脱甲基酶（CYP51）的分子对接。此外，还评估了这些化合物对布鲁氏杆菌，克鲁氏杆菌，布鲁氏罗氏锥虫和婴儿利什曼原虫的抗原生动物活性。芳基取代的咪唑对布鲁氏杆菌，克鲁氏杆菌，罗德鲍氏菌和婴儿乳杆菌的体外抗寄生虫结果表明，所有来自芳基取代的咪唑化合物的样品均表现出不同程度的有趣的抗寄生虫活性。配体5a，5c，5e，5f，5g，5i和5j表现出对布鲁氏锥虫，克鲁氏锥虫，罗得鲍氏菌和婴儿乳杆菌的强活性，IC50值为0.86至10.23μM。大多数样品对MRC-5细胞系具有细胞毒性（1

  DOI：

  10.1007/s00436-019-06206-z

文献信息

• Covalently anchored organic carboxylic acid on porous silica nano particle: A novel organometallic catalyst (PSNP-CA) for the chromatography-free highly product selective synthesis of tetrasubstituted imidazoles
  作者：Suman Ray、Paramita Das、Asim Bhaumik、Arghya Dutta、Chhanda Mukhopadhyay

  DOI：10.1016/j.apcata.2013.03.024

  日期：2013.5

  A novel organometallic catalyst (PSNP-CA) has been prepared by post synthesis grafting of -COOH functionalized organosilane on porous silica nano particle by using surface hydroxyl groups as anchor point. It was characterized by using an array of sophisticated analytical techniques like 13C CP MAS NMR, 29Si MAS NMR, CHN analysis, BET, HR TEM, XRD, TGA, FTIR and pH measurement. The leaching of the active site is greatly avoided as the organic moieties are covalently attached to the inorganic support. This is the first example of organocatalysis promoted by a -COOH functionalized porous silica nano particle for the chemoselective synthesis of densely substituted imidazoles. The molecular scaffolds which assimilate bio-active imidazole moiety may be worthwhile molecule from the biological point of view. All the other reported procedures led to the mixture of tri and tetra substituted imidazoles and their proportions were successfully evaluated from crude H-1 NMR spectra. Greenness of the process was well instituted as water was exploited as reaction medium. This catalyst retained its activity after having it exposed to ambient atmosphere for 10 days. There was no deteriorating effect of aerial oxygen or moisture towards the activity of the catalyst. (C) 2013 Elsevier B.V. All rights reserved.