5-bromo-3-((5-bromo-1H-indol-3-yl)(3,4-dimethoxyphenyl)methyl)-1H-indole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-bromo-3-((5-bromo-1H-indol-3-yl)(3,4-dimethoxyphenyl)methyl)-1H-indole
• 英文别名: 3,3'-((3,4-dimethoxyphenyl)methylene)bis(5-bromo-1H-indole)；5-bromo-3-[(5-bromo-1H-indol-3-yl)-(3,4-dimethoxyphenyl)methyl]-1H-indole
• 化学式: C₂₅H₂₀Br₂N₂O₂
• 分子量: 540.254
• InChiKey: VRVAJWQPUHFSCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴吲哚 、 3,4-二甲氧基苯甲醛 在 polyaniline supported on 2 wt% graphene oxide nanoparticles 作用下， 以 乙醇 为溶剂， 以80 %的产率得到5-bromo-3-((5-bromo-1H-indol-3-yl)(3,4-dimethoxyphenyl)methyl)-1H-indole
  参考文献：
  名称：

  使用聚苯胺负载氧化石墨烯纳米复合材料作为催化剂简单一步合成双(吲哚基)甲烷

  摘要：

  提出了一种通过芳香醛与5-溴吲哚在乙醇中反应合成双(吲哚基)甲烷衍生物(3a-k)的新方法。该反应使用由聚苯胺负载的氧化石墨烯组成的非均相催化剂，具有环境效益。该方法相对于先前描述的方法的优点包括更短的反应时间、更温和的反应条件和可重复使用的催化剂。此外，该合成路线通过满足各种重要要求，符合绿色化学的原则。合成的催化剂由非均相聚苯胺负载氧化石墨烯组成，并使用 SEM、IR 和 XRD 技术进行了彻底表征。

  DOI：

  10.14233/ajchem.2023.28259

文献信息

• Natural Products for Biocides Discovery: Discovery of Arundine and It’s Derivatives as Novel Antiviral and Anti-Phytopathogenic-Fungus Agents
  作者：Ziwen Wang、Qingmin Wang、Ancai Liao、Shengli Jin

  DOI：10.3987/com-19-14192

  日期：——

  Plant diseases are one of the natural disasters that seriously harm agricultural production, and it is very difficult to control. The discovery of new antiviral and antifungal lead compounds becomes more and more important. Natural product arundine was found to have anti-tobacco mosaic virus (TMV) activity and anti-phytopathogenic-fungus activity for the first time. A series of arundine analogues were designed, synthesized and evaluated for their antiviral and fungicidal activities. Compound 6 with excellent antiviral activity emerged as novel antiviral lead compound. Compound 7 with 12.6-38.3 mu g/mL EC50 values against 14 plant pathogens emerged as novel antifungal lead compound. This work laid a foundation for promoting the application of arundine analogues in plant protection.
• A new class of bactericidal agents against S. aureus, MRSA and VRE derived from bisindolylmethane
  作者：Deepak K. Sharma、Anil K. Tripathi、Rashmi Sharma、Reena Chib、Reyaz ur Rasool、Altaf Hussain、Baldev Singh、Anindya Goswami、Inshad A. Khan、Debaraj Mukherjee

  DOI：10.1007/s00044-013-0764-4

  日期：2014.4

  A series of bisindolylmethanes (BIMs) (1a-7j) including hybrid BIMs 6a-6c were prepared for bioevaluation. The results of initial antimicrobial screening of compounds 1a-6c showed compounds 2b, 2m, 4a and 5b to be the most potent inhibitors, exhibiting MIC as well as MBC values equal to or less than that of ciprofloxacin (0.5-2 mu g/mL) against Staphylococcus aureus, MRSA and VRE. Compound 2m was selected further to study the effect of N,N' disubstitution towards antibacterial and antitumor activity. It was observed that substitution at N,N' position (7a-7j) of 2m diminishes its antibacterial activity though in vitro antitumour activity against a panel of prostate, cervical and lung cancer cell lines remains more or less intact.
• Amberlyst‐Catalyzed Reaction of Indole: Synthesis of Bisindolylalkane
  作者：Bowen Ke、Yong Qin、Yin Wang、Fengpeng Wang

  DOI：10.1081/scc-200054794

  日期：2005.5

  Amberlyst was found to be an effective catalyst for the condensation reactions of indoles 2 with aldehydes 3 to afford bisindolylalkanes 1 in good to excellent yields.
• A Simple Single-Step Synthesis of Bis(indolyl)methane using Polyaniline-Supported Graphene Oxide Nanocomposites as Catalysts
  作者：Sandip Mule、C S Patil、Dattatraya Pansare

  DOI：10.14233/ajchem.2023.28259

  日期：——

  A novel approach for synthesizing bis(indolyl)methane derivatives (3a-k) through the reaction of aromatic aldehyde and 5-bromo indole in ethanol is presented. The reaction utilizes a heterogeneous catalyst composed of polyaniline supported graphene oxide, which offersenvironmental benefits. Advantages of the approach over previously described methods include a shorter reaction time, milder reaction

  提出了一种通过芳香醛与5-溴吲哚在乙醇中反应合成双(吲哚基)甲烷衍生物(3a-k)的新方法。该反应使用由聚苯胺负载的氧化石墨烯组成的非均相催化剂，具有环境效益。该方法相对于先前描述的方法的优点包括更短的反应时间、更温和的反应条件和可重复使用的催化剂。此外，该合成路线通过满足各种重要要求，符合绿色化学的原则。合成的催化剂由非均相聚苯胺负载氧化石墨烯组成，并使用 SEM、IR 和 XRD 技术进行了彻底表征。