5-Hydroxy-1H-indole-2-carboxylic acid 4-methoxy-benzylamide | 265311-82-8

• 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: 5-Hydroxy-1H-indole-2-carboxylic acid 4-methoxy-benzylamide
• 英文别名: 5-hydroxy-N-[(4-methoxyphenyl)methyl]-1H-indole-2-carboxamide
• CAS: 265311-82-8
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: AOQSPDBADRWCNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-1H-indole-2-carboxylic acid 4-methoxy-benzylamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 5-Hydroxy-1H-indole-2-carboxylic acid 4-hydroxy-benzylamide
  参考文献：
  名称：

  The design, synthesis and activity of non-ATP competitive inhibitors of pp60c-src tyrosine kinase. Part 2: Hydroxyindole derivatives

  摘要：

  As part of a continuing effort to identify novel scaffolds that inhibit the pp60(c-src) protein tyrosine kinase, a series of hydroxyindole amides was rationally designed and synthesized. The most potent derivative was found to bind non-competitively with respect to ATP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00040-8
• 作为产物：
  描述：

  5-羟基吲哚-2-甲酸 、 4-甲氧基苄胺 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-Hydroxy-1H-indole-2-carboxylic acid 4-methoxy-benzylamide
  参考文献：
  名称：

  The design, synthesis and activity of non-ATP competitive inhibitors of pp60c-src tyrosine kinase. Part 2: Hydroxyindole derivatives

  摘要：

  As part of a continuing effort to identify novel scaffolds that inhibit the pp60(c-src) protein tyrosine kinase, a series of hydroxyindole amides was rationally designed and synthesized. The most potent derivative was found to bind non-competitively with respect to ATP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00040-8