5-Methoxy-1-phenyl-3-(phenylmethoxy)-N-1H-tetrazol-5-yl-1H-indole-2-carboxamide | 104961-32-2

• 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-Methoxy-1-phenyl-3-(phenylmethoxy)-N-1H-tetrazol-5-yl-1H-indole-2-carboxamide
• 英文别名: 5-methoxy-1-phenyl-3-phenylmethoxy-N-(2H-tetrazol-5-yl)indole-2-carboxamide
• CAS: 104961-32-2
• 化学式: C₂₄H₂₀N₆O₃
• 分子量: 440.461
• InChiKey: AZQZRULIKSHPNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-Methoxy-1-phenyl-3-(phenylmethoxy)-N-1H-tetrazol-5-yl-1H-indole-2-carboxamide 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 25.0 ℃ 、358.53 kPa 条件下， 反应 24.0h， 以52%的产率得到3-Hydroxy-5-methoxy-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：

  5-Methoxy-1-phenyl-3-(phenylmethoxy)-1H-indole-2-carboxylic Acid 生成 5-Methoxy-1-phenyl-3-(phenylmethoxy)-N-1H-tetrazol-5-yl-1H-indole-2-carboxamide
  参考文献：
  名称：

  CONNOR, DAVID T.;UNANGST, PAUL C.;STABLER, S. RUSSELL

  摘要：

  DOI：

文献信息

• CONNOR, DAVID T.;UNANGST, PAUL C.;STABLER, S. RUSSELL
  作者：CONNOR, DAVID T.、UNANGST, PAUL C.、STABLER, S. RUSSELL

  DOI：——

  日期：——
• Acidic indole compounds and their use as antiallergy agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0186367B1

  公开（公告）日：1993-03-03
• US4675332A
  申请人：——

  公开号：US4675332A

  公开（公告）日：1987-06-23
• Novel indolecarboxamidotetrazoles as potential antiallergy agents
  作者：Paul C. Unangst、David T. Connor、S. Russell Stabler、Robert J. Weikert、Mary E. Carethers、John A. Kennedy、David O. Thueson、James C. Chestnut、Richard L. Adolphson、M. C. Conroy

  DOI：10.1021/jm00126a036

  日期：1989.6

  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.