Methyl 3-Ethoxy-5-methoxy-1H-indole-2-carboxylate | 120905-39-7

• 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: Methyl 3-Ethoxy-5-methoxy-1H-indole-2-carboxylate
• CAS: 120905-39-7
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: RVCIQDZMZLQJEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.55
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Methyl 3-Ethoxy-5-methoxy-1H-indole-2-carboxylate 在 氢氧化钾 、 三乙胺 、 N,N'-羰基二咪唑 作用下， 以 甲醇 为溶剂， 反应 20.5h， 生成 3-Ethoxy-5-methoxy-1H-indole-2-carboxylic acid (1H-tetrazol-5-yl)-amide
  参考文献：
  名称：

  Novel indolecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic potential of a series of novel indolecarboxamidotetrazoles are described. A number of compounds inhibit the release of histamine from anti-IgE-stimulated basophilic leukocytes obtained from allergic donors. Optimal inhibition is exhibited by compounds with 3-alkoxy, 5-methoxy, and 1-phenyl substituents on the indole core structure. Compound 8d (5-methoxy-3-(1-methylethoxy)-1-phenyl-N-1H-tetrazol-5-yl-1H -indole-2-carboxamide; designated CI-949) is a potent inhibitor of histamine release from human basophils and from guinea pig and human chopped lung.

  DOI：

  10.1021/jm00126a036
• 作为产物：
  描述：

  硫酸二乙酯 、 3-hydroxy-5-methoxy-1H-indole-2-carboxylic acid methyl ester 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以59%的产率得到Methyl 3-Ethoxy-5-methoxy-1H-indole-2-carboxylate
  参考文献：
  名称：

  Novel indolecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic potential of a series of novel indolecarboxamidotetrazoles are described. A number of compounds inhibit the release of histamine from anti-IgE-stimulated basophilic leukocytes obtained from allergic donors. Optimal inhibition is exhibited by compounds with 3-alkoxy, 5-methoxy, and 1-phenyl substituents on the indole core structure. Compound 8d (5-methoxy-3-(1-methylethoxy)-1-phenyl-N-1H-tetrazol-5-yl-1H -indole-2-carboxamide; designated CI-949) is a potent inhibitor of histamine release from human basophils and from guinea pig and human chopped lung.

  DOI：

  10.1021/jm00126a036