ethyl 6'-chloro-1-(4-chlorobenzyl)-3-phenyl-1H,1'H-[2,3'-biindole]-2'-carboxylate

• 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 6'-chloro-1-(4-chlorobenzyl)-3-phenyl-1H,1'H-[2,3'-biindole]-2'-carboxylate
• 英文别名: ethyl 6-chloro-3-[1-[(4-chlorophenyl)methyl]-3-phenylindol-2-yl]-1H-indole-2-carboxylate
• 化学式: C₃₂H₂₄Cl₂N₂O₂
• 分子量: 539.461
• InChiKey: GDRXLAIJWQVPDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  47
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 6'-chloro-1-(4-chlorobenzyl)-3-phenyl-1H,1'H-[2,3'-biindole]-2'-carboxylate 在 lithium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以61%的产率得到6'-chloro-1-(4-chlorobenzyl)-3-phenyl-1H,1'H-[2,3'-biindole]-2'-carboxylic acid
  参考文献：
  名称：

  2,3′-Bis(1′H-indole) heterocycles: New p53/MDM2/MDMX antagonists

  摘要：

  The protein-protein interaction of p53 and MDM2/X is a promising non genotoxic anticancer target. A rapid and efficient methodology was developed to synthesize the 2,3'-bis(1'H-indole) heterocyclic scaffold 2 as ester, acid and amide derivatives. Their binding affinity with MDM2 was evaluated using both fluorescence polarization (FP) assay and HSQC experiments, indicating good inhibition and a perfect starting point for further optimizations. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.019
• 作为产物：
  描述：

  6-氯吲哚-2-甲酸乙酯 在 四氯化锡 、 溶剂黄146 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 ethyl 6'-chloro-1-(4-chlorobenzyl)-3-phenyl-1H,1'H-[2,3'-biindole]-2'-carboxylate
  参考文献：
  名称：

  2,3′-Bis(1′H-indole) heterocycles: New p53/MDM2/MDMX antagonists

  摘要：

  The protein-protein interaction of p53 and MDM2/X is a promising non genotoxic anticancer target. A rapid and efficient methodology was developed to synthesize the 2,3'-bis(1'H-indole) heterocyclic scaffold 2 as ester, acid and amide derivatives. Their binding affinity with MDM2 was evaluated using both fluorescence polarization (FP) assay and HSQC experiments, indicating good inhibition and a perfect starting point for further optimizations. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.019

文献信息

• 2,3′-Bis(1′H-indole) heterocycles: New p53/MDM2/MDMX antagonists
  作者：Constantinos G. Neochoritis、Kan Wang、Natalia Estrada-Ortiz、Eberhardt Herdtweck、Katarzyna Kubica、Aleksandra Twarda、Krzysztof M. Zak、Tad A. Holak、Alexander Dömling

  DOI：10.1016/j.bmcl.2015.11.019

  日期：2015.12

  The protein-protein interaction of p53 and MDM2/X is a promising non genotoxic anticancer target. A rapid and efficient methodology was developed to synthesize the 2,3'-bis(1'H-indole) heterocyclic scaffold 2 as ester, acid and amide derivatives. Their binding affinity with MDM2 was evaluated using both fluorescence polarization (FP) assay and HSQC experiments, indicating good inhibition and a perfect starting point for further optimizations. (C) 2015 Elsevier Ltd. All rights reserved.