1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide | 1529771-80-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide
• CAS: 1529771-80-9
• 化学式: C₁₀H₁₄N₈O
• 分子量: 262.274
• InChiKey: UPONBHGKFITIDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.08
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  137.63
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide 、 3-甲基苯甲醛 以 乙醇 为溶剂， 反应 3.0h， 以93%的产率得到1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-N'-(3-methylbenzylidene)-1H-1,2,3-triazole-4-carbohydrazide
  参考文献：
  名称：

  Design, synthesis and molecular modeling of novel N-acylhydrazone derivatives as pyruvate dehydrogenase complex E1 inhibitors

  摘要：

  As potential inhibitors of pyruvate dehydrogenase complex E1 (PDHc-E1), a series of 19 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-N'-(substituent)benzylidene-1H-1,2,3-triazole-4-carbohydrazide 4 has been synthesized and tested for their PDHc-E1 inhibitory activity in vitro. Some of these compounds such as 4a, 4g, 4l, 4o, 4p, and 4q were demonstrated to be effective inhibitors by the bioassay of Escherichia coli PDHc-E1. SAR analysis indicated that the PDHc-E1 inhibitory activity could be further enhanced by optimizing the substituted groups in the parent compound. Molecular modeling study with compound 4o as a model was performed to evaluate docking. The results of modeling study suggested a probable inhibition mechanism. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.051
• 作为产物：
  描述：

  5-azidomethyl-2-methylpyrimidine-4-ylamine 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide
  参考文献：
  名称：

  Design, synthesis and molecular modeling of novel N-acylhydrazone derivatives as pyruvate dehydrogenase complex E1 inhibitors

  摘要：

  As potential inhibitors of pyruvate dehydrogenase complex E1 (PDHc-E1), a series of 19 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-methyl-N'-(substituent)benzylidene-1H-1,2,3-triazole-4-carbohydrazide 4 has been synthesized and tested for their PDHc-E1 inhibitory activity in vitro. Some of these compounds such as 4a, 4g, 4l, 4o, 4p, and 4q were demonstrated to be effective inhibitors by the bioassay of Escherichia coli PDHc-E1. SAR analysis indicated that the PDHc-E1 inhibitory activity could be further enhanced by optimizing the substituted groups in the parent compound. Molecular modeling study with compound 4o as a model was performed to evaluate docking. The results of modeling study suggested a probable inhibition mechanism. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.051