1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid | 84158-71-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid
• 英文别名: 1-Benzyl-5-(phenylsulfanyl)-1H-1,2,3-triazole-4-carboxylic acid；1-benzyl-5-phenylsulfanyltriazole-4-carboxylic acid
• CAS: 84158-71-4
• 化学式: C₁₆H₁₃N₃O₂S
• 分子量: 311.364
• InChiKey: HTPZOJIWZRBORC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid 在 palladium on activated charcoal potassium permanganate 、 三氯化铝 、 氯化亚砜 、 氢气 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 25.0~100.0 ℃ 、6.89 MPa 条件下， 反应 5.5h， 生成 3-benzyl-9-hydroxy-9H-benzothiopyrano<2,3-d>-1,2,3-triazole 4,4-dioxide
  参考文献：
  名称：

  Studies on 1,2,3,-triazoles. 10. Synthesis and antiallergic properties of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazoles and their S-oxides

  摘要：

  Selected derivatives of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole, a new heterocyclic ring system, and their S-oxides have been prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. Several of the compounds show intravenous potencies similar to or greater than that of disodium cromoglycate, the most potent being 6,7-dimethyl-9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole and its 4,4-dioxide.

  DOI：

  10.1021/jm00368a021
• 作为产物：
  描述：

  ethyl 1-benzyl-5-chloro-1H-1,2,3-triazole-4-carboxylate 在 sodium hydroxide 、 sodium hydride 作用下， 反应 27.0h， 生成 1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid
  参考文献：
  名称：

  Studies on 1,2,3,-triazoles. 10. Synthesis and antiallergic properties of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazoles and their S-oxides

  摘要：

  Selected derivatives of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole, a new heterocyclic ring system, and their S-oxides have been prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. Several of the compounds show intravenous potencies similar to or greater than that of disodium cromoglycate, the most potent being 6,7-dimethyl-9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole and its 4,4-dioxide.

  DOI：

  10.1021/jm00368a021

文献信息

• Studies on 1,2,3,-triazoles. 10. Synthesis and antiallergic properties of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazoles and their S-oxides
  作者：Derek R. Buckle、Caroline J. M. Rockell、Harry Smith、Barbara A. Spicer

  DOI：10.1021/jm00368a021

  日期：1984.2

  Selected derivatives of 9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole, a new heterocyclic ring system, and their S-oxides have been prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. Several of the compounds show intravenous potencies similar to or greater than that of disodium cromoglycate, the most potent being 6,7-dimethyl-9-oxo-1H,9H-benzothiopyrano[2,3-d]-1,2,3-triazole and its 4,4-dioxide.