3-Ethoxyoxalyl-1H-indole-2-carboxylic acid methyl ester | 862540-60-1

• 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: 3-Ethoxyoxalyl-1H-indole-2-carboxylic acid methyl ester
• CAS: 862540-60-1
• 化学式: C₁₄H₁₃NO₅
• 分子量: 275.261
• InChiKey: REEVCAMNNZGPAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  85.46
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-Ethoxyoxalyl-1H-indole-2-carboxylic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Indole- and indoline-based kainate analogues with antagonist activity at ionotropic glutamate receptors

  摘要：

  A conformationally constrained, indole-based kainate analogue was designed based on Gouaux's X-ray structure of kainic acid bound to an iGluR2(S1S2) construct, a structural model for AMPA/kamate ionotropic glutamate receptors. In contrast to the parent kainic acid, a potent agonist, this compound, along with three structurally related analogues derived from synthetic intermediates, exhibited antagonist behavior towards KAR expressed in oocytes, a result that is rationalized by molecular modeling studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.098
• 作为产物：
  描述：

  吲哚-2-羧酸 在 三氯化铝 、 乙酰氯 作用下， 生成 3-Ethoxyoxalyl-1H-indole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Indole- and indoline-based kainate analogues with antagonist activity at ionotropic glutamate receptors

  摘要：

  A conformationally constrained, indole-based kainate analogue was designed based on Gouaux's X-ray structure of kainic acid bound to an iGluR2(S1S2) construct, a structural model for AMPA/kamate ionotropic glutamate receptors. In contrast to the parent kainic acid, a potent agonist, this compound, along with three structurally related analogues derived from synthetic intermediates, exhibited antagonist behavior towards KAR expressed in oocytes, a result that is rationalized by molecular modeling studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.098