5-methyl-3-(1-methylethoxy)-1-phenyl-1H-indole-2-carboxylic acid | 113525-22-7

• 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: 5-methyl-3-(1-methylethoxy)-1-phenyl-1H-indole-2-carboxylic acid
• 英文别名: 5-Methyl-1-phenyl-3-propan-2-yloxyindole-2-carboxylic acid
• CAS: 113525-22-7
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: HSIOAWUEUSPGNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氨基四氮唑 、 5-methyl-3-(1-methylethoxy)-1-phenyl-1H-indole-2-carboxylic acid 在 三乙胺 、 N,N'-羰基二咪唑 作用下， 生成 3-Isopropoxy-5-methyl-1-phenyl-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：

  2-(羧甲基氨基)-5-甲基苯甲酸 在 氢氧化钾 、 硫酸 、 potassium tert-butylate 、 copper diacetate 、 potassium carbonate 、 copper(I) bromide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 60.0h， 生成 5-methyl-3-(1-methylethoxy)-1-phenyl-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Unangst, Paul C.; Connor, David T.; Stabler, S. Russell, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 811 - 815

  摘要：

  DOI：

文献信息

• UNANGST, PAUL C.;CONNOR, DAVID T.;STABLER, S. RUSSELL;WEIKERT, ROBERT J., J. HETEROCYCL. CHEM., 24,(1987) N 3, 811-815
  作者：UNANGST, PAUL C.、CONNOR, DAVID T.、STABLER, S. RUSSELL、WEIKERT, ROBERT J.

  DOI：——

  日期：——
• 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.
• Unangst, Paul C.; Connor, David T.; Stabler, S. Russell, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 811 - 815
  作者：Unangst, Paul C.、Connor, David T.、Stabler, S. Russell、Weikert, Robert J.

  DOI：——

  日期：——