5-Benzyloxy-3-isopropoxy-1-phenyl-1H-indole-2-carboxylic acid | 120905-48-8

• 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-Benzyloxy-3-isopropoxy-1-phenyl-1H-indole-2-carboxylic acid
• CAS: 120905-48-8
• 化学式: C₂₅H₂₃NO₄
• 分子量: 401.462
• InChiKey: RTNJPHFIFYCAIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  60.69
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-Benzyloxy-3-isopropoxy-1-phenyl-1H-indole-2-carboxylic acid 在 palladium on activated charcoal 氢气 、 三乙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 25.0 ℃ 、137.9 kPa 条件下， 反应 35.5h， 生成 5-Hydroxy-3-(1-methylethoxy)-1-phenyl-N-1H-tetrazol-5-yl-1H-indole-2-carboxamide
  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：

  3-hydroxy-1-phenyl-5-(phenylmethoxy)-1H-indole-2-carboxylic acid methyl ester 在 potassium tert-butylate 作用下， 生成 5-Benzyloxy-3-isopropoxy-1-phenyl-1H-indole-2-carboxylic acid
  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