3,7-dimethyl-3,7-dihydroimidazo[4,5-a]quinindoline-12-carbonitrile | 1634721-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,7-dimethyl-3,7-dihydroimidazo[4,5-a]quinindoline-12-carbonitrile
• CAS: 1634721-06-4
• 化学式: C₁₉H₁₃N₅
• 分子量: 311.346
• InChiKey: JRIZSZCTRZUNAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.43
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  6-硝基苯并咪唑 在 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3,7-dimethyl-3,7-dihydroimidazo[4,5-a]quinindoline-12-carbonitrile
  参考文献：
  名称：

  Imidazo[4,5-a]quinindolines as highly effective antibacterial agents

  摘要：

  Resistance to antimicrobial agents is a concern that exists globally and has a considerable impact on human and animal health, so that the discovery of new antibacterial compounds has become increasingly more important in combating infectious disease. In this paper, imidazo[4,5-a]quinindolines are introduced as new antibacterial agents against Gram-positive and Gram-negative bacteria. These pentacyclic compounds are synthesized by the reaction of N-alkyl-5-nitrobenzimidazoles with 2-(1-alkyl-1H-3-indolyl)acetonitrile under basic conditions in excellent yields. The structures of newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, and mass spectral data. The antibacterial activities of the synthesized compounds were screened against standard strains of two Gram-positive and two Gram-negative bacteria using the broth microdilution method. Most of the compounds studied showed promising activities against both types of bacteria.

  DOI：

  10.1134/s106816201601012x

文献信息

• Synthesis, spectroscopic characterization and DFT calculations of a new highly fluorescent heterocyclic system: imidazo[4,5-a]quinindoline
  作者：Mina Sokhanvar、Mehdi Pordel

  DOI：10.3998/ark.5550190.p008.597

  日期：——

  New N-alkyl-substituted heterocyclic system imidazo[4,5-a]quinindolines (imidazo[4,5-f]indolo[2,3-b]quinolines) were synthesized by one pot reaction of 1-alkyl-5-nitro-1Hbenzimidazole with 2-(1-alkyl-1H-3-indolyl)acetonitrile in basic media via the nucleophilic substitution of hydrogen and concomitant cyclisation in good yields. Physical spectral (UV-vis, IR, NMR and fluorescence) and analytical data

  1-烷基-5-硝基一锅反应合成了新型N-烷基取代杂环体系咪唑并[4,5-a]喹啉(imidazo[4,5-f]indolo[2,3-b]quinolines) -1H苯并咪唑与 2-(1-烷基-1H-3-吲哚基)乙腈在碱性介质中通过氢的亲核取代和伴随的环化以良好的收率。物理光谱（UV-vis、IR、NMR 和荧光）和分析数据已经确定了合成化合物的结构。研究了这些新型杂环化合物的荧光性质。所有化合物的荧光都非常强，荧光量子产率非常高 (> 0.70)。还研究了溶剂对这些染料的吸收和发射光谱的影响；极性溶剂中的吸收带和发射带发生红移。