ethyl 1-(2'-nitro-4'-chlorophenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate | 690638-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1-(2'-nitro-4'-chlorophenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate
• CAS: 690638-44-9
• 化学式: C₁₇H₁₃ClN₄O₄
• 分子量: 372.768
• InChiKey: FDLLADMXGIJJAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  100.15
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-(2'-nitro-4'-chlorophenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 1-(2-nitro-4-chlorophenyl)-4-carboxy-5-phenyl-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 、 苯甲酰乙酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以36%的产率得到ethyl 1-(2'-nitro-4'-chlorophenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate
  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