6-(1-adamantylamino)-3-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine | 484024-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四嗪
• 英文名称: 6-(1-adamantylamino)-3-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine
• 英文别名: N-(1-adamantyl)-6-(3,5-dimethyl-1-pyrazolyl)-1,2,4,5-tetrazin-3-amine；N-(1-adamantyl)-6-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazin-3-amine
• CAS: 484024-96-6
• 化学式: C₁₇H₂₃N₇
• 分子量: 325.417
• InChiKey: MZJQFYGLAXOAGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-(1-adamantylamino)-3-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine 、 甲醇 在 potassium tert-butylate 作用下， 反应 1.5h， 以63%的产率得到N-(1-adamantyl)-6-methoxy-1,2,4,5-tetrazin-3-amine
  参考文献：
  名称：

  Replacement of dimethylpyrazolyl group in 1,2,4,5-tetrazines by aliphatic alcohols and water

  摘要：

  Reactions of 3,6-bis(4-R-3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines and 3-amino-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic alcohols and water in the presence of a base involved replacement of the dimethylpyrazolyl group and resulted in the formation of mono- and dialkoxy-1,2,4,5-tetrazines and 6-substituted 3-hydroxy-1,2,4,5-tetrazines. Dissociation constants of the latter were determined by potentiometric titration.

  DOI：

  10.1134/s1070428009070197
• 作为产物：
  描述：

  3,6-二(3,5-二甲基-1H-吡唑-1-基)-1,2,4,5-四嗪 、 金刚烷胺 以 乙腈 为溶剂， 反应 3.0h， 以83%的产率得到6-(1-adamantylamino)-3-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine
  参考文献：
  名称：

  Synthesis of 1,2,4,5-tetrazines, symmetrically and unsymmetrically 3,6-disubstituted by N-nucleophiles

  摘要：

  6-R-3-(3,5-Dimethylpyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic, cycloaliphatic, and aromatic amines, and also with NH-heterocycles undergo a nucleophilic substitution of the dimethylpyrazole moiety yielding symmetrically and unsymmetrically substituted 1,2,4,5-tetrazines. In the 3,6-diimidazolyl- and 3,6-dibenzotriazolyl derivatives reactions of nucleophilic substitution of the heterocyclic moiety also occur. In some cases an ipsosubstitution of amino, hydrazino, and azido groups is observed.

  DOI：

  10.1134/s1070428006050198