ethyl 3-[4-{bis(2-methyl-1H-indol-3-yl)methyl}-2-methoxyphenoxy]propionate | 1415995-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 3-[4-{bis(2-methyl-1H-indol-3-yl)methyl}-2-methoxyphenoxy]propionate
• 英文别名: ethyl 3-[4-[bis(2-methyl-1H-indol-3-yl)methyl]-2-methoxyphenoxy]propanoate
• CAS: 1415995-88-8
• 化学式: C₃₁H₃₂N₂O₄
• 分子量: 496.606
• InChiKey: PBPMLYWSFGEUDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  76.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 ethyl 3-(4-formyl-2-methoxyphenoxy)propionate 在 dipotassium bis(oxalato)oxotitanate(IV) dihydrate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以82%的产率得到ethyl 3-[4-{bis(2-methyl-1H-indol-3-yl)methyl}-2-methoxyphenoxy]propionate
  参考文献：
  名称：

  Syntheses of phenoxyalkyl esters of 3,3′-bis(indolyl)methanes and studies on their molecular properties from single crystal XRD and DFT techniques

  摘要：

  An efficient solvent-free synthesis of phenoxyalkyl esters of bis(indolyl)methanes (BIMs) from indole and formylphenoxyalkyl esters using potassium titanyl oxalate and the molecular properties of these BIMs using OFT method are described here. Structure optimization of BIMs have been carried out using Gaussian program with B3LYP/3-21G(d) basis set. The structures were fully optimized without any geometrical constraints. Coordinates found in crystallographic study were used as input to the Gaussian. The results depict that the geometry of BIMs (3b, 3f, and 3g) are almost same as were observed from crystallography, while the geometry of the substituents are slightly varied. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.04.024

文献信息

• An efficient one pot syntheses of aryl-3,3′-bis(indolyl)methanes and studies on their spectral characteristics, DPPH radical scavenging-, antimicrobial-, cytotoxicity-, and antituberculosis activity
  作者：G.S. Suresh Kumar、S. Kumaresan、A. Antony Muthu Prabhu、N. Bhuvanesh、P.G. Seethalakshmi

  DOI：10.1016/j.saa.2012.09.046

  日期：2013.1

  and the methodology could be applied on a range of closely related substrates. The solvation characteristics in ground and excited states of the compounds by monitoring the absorbance and fluorescence band maxima have been studied. The fluorescence studies in protic and aprotic solvents were rationalized on the basis of solute-solvent interaction and substituents effect on these photophysical processes

  描述了由吲哚/ 2-甲基吲哚和甲酰基苯氧基脂族酸有效地一锅合成芳基-3,3'-双（吲哚基）甲烷（BIM）的方法。在碳酸钾明矾作为催化剂的存在下，同时实现了羧酸的酯化和芳族亲电取代反应。该催化剂可以被回收和再利用，而其催化活性没有实质损失，并且该方法可以应用于一系列紧密相关的底物。通过监测吸光度和最大荧光带，研究了化合物在基态和激发态的溶剂化特性。质子和非质子溶剂中的荧光研究是基于溶质-溶剂相互作用和取代基对这些分析的光物理过程的影响而合理化的。制备的化合物显示出对人类病原体的有效抗菌作用，对A431细胞系的细胞毒性和DPPH自由基清除作用。已经对这项工作中合成的一些化合物进行了单晶XRD研究。
• Syntheses of phenoxyalkyl esters of 3,3′-bis(indolyl)methanes and studies on their molecular properties from single crystal XRD and DFT techniques
  作者：G.S. Suresh Kumar、A. Antony Muthu Prabu、S. Jegan Jenniefer、N. Bhuvanesh、P. Thomas Muthiah、S. Kumaresan

  DOI：10.1016/j.molstruc.2013.04.024

  日期：2013.9

  An efficient solvent-free synthesis of phenoxyalkyl esters of bis(indolyl)methanes (BIMs) from indole and formylphenoxyalkyl esters using potassium titanyl oxalate and the molecular properties of these BIMs using OFT method are described here. Structure optimization of BIMs have been carried out using Gaussian program with B3LYP/3-21G(d) basis set. The structures were fully optimized without any geometrical constraints. Coordinates found in crystallographic study were used as input to the Gaussian. The results depict that the geometry of BIMs (3b, 3f, and 3g) are almost same as were observed from crystallography, while the geometry of the substituents are slightly varied. (C) 2013 Elsevier B.V. All rights reserved.