1-(4-Chloro-2-nitro-phenyl)-5-(4-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester | 690638-33-6

• 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-(4-Chloro-2-nitro-phenyl)-5-(4-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-(4-chloro-2-nitrophenyl)-5-(4-nitrophenyl)triazole-4-carboxylate
• CAS: 690638-33-6
• 化学式: C₁₇H₁₂ClN₅O₆
• 分子量: 417.765
• InChiKey: LMSBWUMVFGCJNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(4-Chloro-2-nitro-phenyl)-5-(4-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-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：

  对硝基苯甲酰醋酸乙酯 、 4-chloro-2-nitrophenyl azide 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以73%的产率得到1-(4-Chloro-2-nitro-phenyl)-5-(4-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
  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