4-N-methyl acetylamino-4H-1,2,4-triazole | 143677-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-N-methyl acetylamino-4H-1,2,4-triazole
• 英文别名: N-methyl-N-(1,2,4-triazol-4-yl)acetamide
• CAS: 143677-37-6
• 化学式: C₅H₈N₄O
• 分子量: 140.145
• InChiKey: UTRBPTQKLDGRHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  253.1±23.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-N-methyl acetylamino-4H-1,2,4-triazole 在 sulfur 、 三氟乙酸 作用下， 以 吡啶 、 硝基甲烷 为溶剂， 反应 8.17h， 生成 acide (4-N-methyl acetylamino-2,3-dihydro-3-thioxo-4H-1,2,4-triazol-2-yl)acetique
  参考文献：
  名称：

  Synthèse, étude théorique et évaluation biologique de dérivés du 4-amino-4H-1,2,4-triazole analogues des antibiotiques β-lactamiques

  摘要：

  The synthesis of three classes of potential antibiotic compounds derived from 4-amino-4H- 1,2,4-triazole and related to beta-lactam antibiotics is described. Their originality belongs to the replacement of the beta-lactam carbonyl moiety by another electrophilic centre of the same sp2 geometry. As a result, their interaction with the bacterial target enzyme might lead to the formation of a covalent complex different from the classical acylenzyme. A theoretical study of their structural analogy and their reactivity compared to those of a model beta-lactam justifies their interest in the present context. However, the actual biological results indicate a lack of antibacterial activity.

  DOI：

  10.1016/0223-5234(92)90003-j
• 作为产物：
  描述：

  乙酸酐 、 4-(methylamino)-1,2,4-triazole 反应 2.0h， 以85%的产率得到4-N-methyl acetylamino-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthèse, étude théorique et évaluation biologique de dérivés du 4-amino-4H-1,2,4-triazole analogues des antibiotiques β-lactamiques

  摘要：

  The synthesis of three classes of potential antibiotic compounds derived from 4-amino-4H- 1,2,4-triazole and related to beta-lactam antibiotics is described. Their originality belongs to the replacement of the beta-lactam carbonyl moiety by another electrophilic centre of the same sp2 geometry. As a result, their interaction with the bacterial target enzyme might lead to the formation of a covalent complex different from the classical acylenzyme. A theoretical study of their structural analogy and their reactivity compared to those of a model beta-lactam justifies their interest in the present context. However, the actual biological results indicate a lack of antibacterial activity.

  DOI：

  10.1016/0223-5234(92)90003-j