1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid | 690638-45-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid
• CAS: 690638-45-0
• 化学式: C₁₅H₈ClN₅O₆
• 分子量: 389.711
• InChiKey: OBJKTOHAOVXHTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  154.29
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1-(2'-amino-4'-chlorophenyl)-5-(4'-aminophenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  1,5-Diarylsubstituted 1,2,3-triazoles as potassium channel activators. VI

  摘要：

  As part of our program toward designing potassium channel openers, synthesis of a novel series of 1,5-diphenylsubstituted 1,2,3-triazoles, as potential activators of the large-conductance calcium-activated potassium channels (BK), as well as their vasorelaxant activity are presented. The functional effect of these potential structurally novel BK-openers on vascular contractile function were studied in vitro, using isolated rat aortic rings pre-contracted with KCl 20 mM. Among the target compounds, only 16 showed appreciable effectiveness, exhibiting an efficacy parameter (57%) lower than that of NS1619 and a comparable potency index (pIC50: 5.58).

  DOI：

  10.1016/j.farmac.2004.01.012
• 作为产物：
  描述：

  4-chloro-2-nitrophenyl azide 在 氢氧化钾 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid
  参考文献：
  名称：

  1,5-Diarylsubstituted 1,2,3-triazoles as potassium channel activators. VI

  摘要：

  As part of our program toward designing potassium channel openers, synthesis of a novel series of 1,5-diphenylsubstituted 1,2,3-triazoles, as potential activators of the large-conductance calcium-activated potassium channels (BK), as well as their vasorelaxant activity are presented. The functional effect of these potential structurally novel BK-openers on vascular contractile function were studied in vitro, using isolated rat aortic rings pre-contracted with KCl 20 mM. Among the target compounds, only 16 showed appreciable effectiveness, exhibiting an efficacy parameter (57%) lower than that of NS1619 and a comparable potency index (pIC50: 5.58).

  DOI：

  10.1016/j.farmac.2004.01.012