1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole | 690638-46-1

• 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
• 英文别名: 1-(4-chloro-2-nitrophenyl)-5-(4-nitrophenyl)triazole
• CAS: 690638-46-1
• 化学式: C₁₄H₈ClN₅O₄
• 分子量: 345.702
• InChiKey: ARACAADVRZTMFD-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  571.3±60.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116.99
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-(2'-nitro-4'-chlorophenyl)-5-(4'-nitrophenyl)-1H-1,2,3-triazole 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以76%的产率得到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：

  对硝基苯甲酰醋酸乙酯 在 氢氧化钾 、 sodium ethanolate 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