2-(2-nitrobenzyl)-4-phenyl-2H-1,2,3-triazole | 860653-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-nitrobenzyl)-4-phenyl-2H-1,2,3-triazole
• CAS: 860653-72-1
• 化学式: C₁₅H₁₂N₄O₂
• 分子量: 280.286
• InChiKey: AYCPLRGTKXGHIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  73.85
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-nitrobenzyl)-4-phenyl-2H-1,2,3-triazole 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以68%的产率得到2-(2-aminobenzyl)-4-phenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  1,4- and 2,4-substituted-1,2,3-triazoles as potential potassium channel activators. VII

  摘要：

  New 1,4- and 2,4-substituted 1,2,3-triazole derivatives were synthesized and tested as potential BK(Ca) channel openers, as a part of a research program, which hypothesizes a pharmacophoric structure containing the 1,2,3-triazole ring. The structure-activity relationships were studied introducing some structural changes concerning molecular geometry and the presence of a hydrogen bond donor as a primary amino group and a phenolic or alcoholic hydroxy function. The compounds were prepared by nucleophilic substitution on the 1,2,3-triazole ring and by 1,3-dipolar cycloaddition of azides to selected alkynes and to phenylacetone. The new compounds tested on rat aortic rings did not exhibit any significant vasorelaxing activity.

  DOI：

  10.1016/j.farmac.2005.03.004
• 作为产物：
  描述：

  苯乙炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium azide 、 potassium carbonate 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 286.0h， 生成 2-(2-nitrobenzyl)-4-phenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  1,4- and 2,4-substituted-1,2,3-triazoles as potential potassium channel activators. VII

  摘要：

  New 1,4- and 2,4-substituted 1,2,3-triazole derivatives were synthesized and tested as potential BK(Ca) channel openers, as a part of a research program, which hypothesizes a pharmacophoric structure containing the 1,2,3-triazole ring. The structure-activity relationships were studied introducing some structural changes concerning molecular geometry and the presence of a hydrogen bond donor as a primary amino group and a phenolic or alcoholic hydroxy function. The compounds were prepared by nucleophilic substitution on the 1,2,3-triazole ring and by 1,3-dipolar cycloaddition of azides to selected alkynes and to phenylacetone. The new compounds tested on rat aortic rings did not exhibit any significant vasorelaxing activity.

  DOI：

  10.1016/j.farmac.2005.03.004