6-(methoxycarbonyl)-3,5-dimethyl-1H-indole-2-carboxylic acid | 1312690-18-8

• 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: 6-(methoxycarbonyl)-3,5-dimethyl-1H-indole-2-carboxylic acid
• 英文别名: 6-methoxycarbonyl-3,5-dimethyl-1H-indole-2-carboxylic acid
• CAS: 1312690-18-8
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: MQLVQWADTKLUPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(methoxycarbonyl)-3,5-dimethyl-1H-indole-2-carboxylic acid 在 甲醇 、 potassium hydroxide 作用下， 反应 24.0h， 以100%的产率得到3,5-dimethyl-1H-indole-2,6-dicarboxylic acid
  参考文献：
  名称：

  NMR evaluation of interactions between substituted-indole and PDZ1 domain of PSD-95

  摘要：

  We synthesized small organic molecules designed as PDZ ligands. These indole-based compounds were evaluated for their interaction with the PDZ1 domain of the post-synaptic density 95 (PSD-95) protein. Three molecules were found to interact with the targeted PDZ protein by NMR. One of them showed chemical shift perturbations closely related to the natural ligands. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.011
• 作为产物：
  描述：

  2-甲基-5-硝基苯甲酰氯 在 三乙烯二胺 、 palladium on carbon 、 氢气 、 一氯化碘 、 calcium carbonate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0~105.0 ℃ 、101.33 kPa 条件下， 反应 64.08h， 生成 6-(methoxycarbonyl)-3,5-dimethyl-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  NMR evaluation of interactions between substituted-indole and PDZ1 domain of PSD-95

  摘要：

  We synthesized small organic molecules designed as PDZ ligands. These indole-based compounds were evaluated for their interaction with the PDZ1 domain of the post-synaptic density 95 (PSD-95) protein. Three molecules were found to interact with the targeted PDZ protein by NMR. One of them showed chemical shift perturbations closely related to the natural ligands. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.011

文献信息

• NMR evaluation of interactions between substituted-indole and PDZ1 domain of PSD-95
  作者：Alexandre Vogrig、Benjamin Boucherle、Hemantkumar Deokar、Isabelle Thomas、Isabelle Ripoche、Lu-Yun Lian、Sylvie Ducki

  DOI：10.1016/j.bmcl.2011.04.011

  日期：2011.6

  We synthesized small organic molecules designed as PDZ ligands. These indole-based compounds were evaluated for their interaction with the PDZ1 domain of the post-synaptic density 95 (PSD-95) protein. Three molecules were found to interact with the targeted PDZ protein by NMR. One of them showed chemical shift perturbations closely related to the natural ligands. (C) 2011 Elsevier Ltd. All rights reserved.