bis(5-bromoindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: bis(5-bromoindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane
• 英文别名: 4-(bis(5-bromo-1H-indol-3-yl)methyl)-2-methoxyphenol；4-[bis(5-Bromo-1H-indol-3-yl)methyl]-2-methoxyphenol
• 化学式: C₂₄H₁₈Br₂N₂O₂
• 分子量: 526.227
• InChiKey: ZFXSMNBVJSKGKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴吲哚 、 香草醛 在 polyaniline supported on 2 wt% graphene oxide nanoparticles 作用下， 以 乙醇 为溶剂， 以83 %的产率得到bis(5-bromoindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane
  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

• Evaluation of bisindole as potent β-glucuronidase inhibitors: Synthesis and in silico based studies
  作者：Khalid Mohammed Khan、Fazal Rahim、Abdul Wadood、Muhammad Taha、Momin Khan、Shagufta Naureen、Nida Ambreen、Shafqat Hussain、Shahnaz Perveen、Mohammad Iqbal Choudhary

  DOI：10.1016/j.bmcl.2014.02.015

  日期：2014.4

  – were synthesized and evaluated for their in vitro β-glucuronidase inhibitory potential. Out of seventeen compounds, the analog (IC=1.62±0.04μM), (IC=1.86±0.05μM), (IC=2.80±0.29μM), (IC=3.10±0.28μM), (IC=4.30±0.08μM), (IC=18.40±0.09μM), (IC=19.90±1.05μM), (IC=20.90±0.62μM), (IC=21.50±0.77μM), and (IC=22.30±0.02μM) showed superior β-glucuronidase inhibitory activity than the standard (-saccharic acid

  双吲哚类似物 – 合成并评估其体外 β-葡萄糖醛酸酶抑制潜力。十七种化合物中，类似物 (IC=1.62±0.04μM)、(IC=1.86±0.05μM)、(IC=2.80±0.29μM)、(IC=3.10±0.28μM)、(IC=4.30±0.08μM) ）、（IC=18.40±0.09μM）、（IC=19.90±1.05μM）、（IC=20.90±0.62μM）、（IC=21.50±0.77μM）和（IC=22.30±0.02μM）表现出优异的β -葡萄糖醛酸酶抑制活性高于标准品（-糖二酸1,4-内酯，IC=48.40±1.25μM）。此外，还进行了分子对接研究，以研究双吲哚衍生物与酶的结合相互作用。这项研究发现了一类新的有效 β-葡萄糖醛酸酶抑制剂。
• Brønsted Acidic Ionic Liquid Catalyzed Three-Component Friedel–Crafts Reaction for the Synthesis of Unsymmetrical Triarylmethanes
  作者：Uthaiwan Sirion、Suttida Rinkam、Warapong Senapak、Sarayut Watchasit、Rungnapha Saeeng

  DOI：10.1055/a-1809-7768

  日期：2022.9

  A convenient and practical method for the synthesis of unsymmetrical triarylmethanes was demonstrated through a one-pot three-component double Friedel–Crafts reaction of various aliphatic, aromatic, or heteroaromatic aldehydes with N,N-dialkylanilines and indoles by using a Brønsted acidic ionic liquid as the catalyst. This method was successfully applied under metal- and solvent-free conditions at

  通过使用布朗斯台德酸性离子液体，各种脂肪族、芳香族或杂芳香族醛与N , N - 二烷基苯胺和吲哚的一锅三组分双傅克反应，证明了一种方便实用的合成不对称三芳基甲烷的方法作为催化剂。该方法在 80 °C 的无金属和无溶剂条件下成功应用，从广泛的底物中以中等至高产率提供了相应的不对称三芳基甲烷产物。此外，通过定量NMR分析研究了该反应的机理。
• 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.
• Phosphoric Acid-on-Silica Gel: A Green Catalyst for the Synthesis of Symmetrical Bis(indolyl)alkanes
  作者：Peter Seeberger、Manas Chakrabarty、Ratna Mukherjee、Ajanta Mukherji、Shiho Arima、Yoshihiro Harigaya

  DOI：10.3987/com-06-10783

  日期：——
• Khan, Khalid Mohammed; Rahim, Fazal; Shah, Syed Adnan Ali, Journal of the Chemical Society of Pakistan, 2014, vol. 36, # 6, p. 1158 - 1161
  作者：Khan, Khalid Mohammed、Rahim, Fazal、Shah, Syed Adnan Ali、Taha, Muhammad、Ismail, Nor Hadiani、Manzoor, Mehwish、Miana, Ghulam Abbas、Perveen, Shahnaz

  DOI：——

  日期：——