4-<(6-hexanamidoindazol-1-yl)methyl>benzoic acid | 104447-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 4-<(6-hexanamidoindazol-1-yl)methyl>benzoic acid
• 英文别名: 4-[[6-(Hexanoylamino)indazol-1-yl]methyl]benzoic acid
• CAS: 104447-23-6
• 化学式: C₂₁H₂₃N₃O₃
• 分子量: 365.432
• InChiKey: QUYCOJUXIWGWFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 4-<(6-nitroindazol-1-yl)methyl>benzoate 在 氢气 、 溶剂黄146 、 乙酸乙酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 24.75h， 生成 4-<(6-hexanamidoindazol-1-yl)methyl>benzoic acid
  参考文献：
  名称：

  Evolution of a series of peptidoleukotriene antagonists: synthesis and structure-activity relationships of 1,6-disubstituted indoles and indazoles

  摘要：

  A perception of structural similarities between two independent series of leukotriene antagonists (one emanating from FPL 55712 and one based upon the leukotrienes themselves) led to the discovery of a novel class of indole and indazole derived antagonists of peptidoleukotrienes. A systematic exploration of C-6 substituted 4-(indol-1-ylmethyl)-3-methoxybenzoic acids identified cyclopentylacetamide and cyclopentylurethane as preferred substituents. The corresponding indazoles were equipotent. These compounds are selective leukotriene antagonists with pKB values of 7.5-7.8 vs LTE4 on guinea pig trachea.

  DOI：

  10.1021/jm00168a036

文献信息

• BROWN, FREDERICK J.;YEE, YING K.;CRONK, LAURA A.;HEBBEL, KEVIN C.;KRELL, +, J. MED. CHEM., 33,(1990) N, C. 1771-1781
  作者：BROWN, FREDERICK J.、YEE, YING K.、CRONK, LAURA A.、HEBBEL, KEVIN C.、KRELL, +

  DOI：——

  日期：——
• Evolution of a series of peptidoleukotriene antagonists: synthesis and structure-activity relationships of 1,6-disubstituted indoles and indazoles
  作者：Frederick J. Brown、Ying K. Yee、Laura A. Cronk、Kevin C. Hebbel、Robert D. Krell、David W. Snyder

  DOI：10.1021/jm00168a036

  日期：1990.6

  A perception of structural similarities between two independent series of leukotriene antagonists (one emanating from FPL 55712 and one based upon the leukotrienes themselves) led to the discovery of a novel class of indole and indazole derived antagonists of peptidoleukotrienes. A systematic exploration of C-6 substituted 4-(indol-1-ylmethyl)-3-methoxybenzoic acids identified cyclopentylacetamide and cyclopentylurethane as preferred substituents. The corresponding indazoles were equipotent. These compounds are selective leukotriene antagonists with pKB values of 7.5-7.8 vs LTE4 on guinea pig trachea.