8-Vinyl-coffein | 70540-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-Vinyl-coffein
• 英文别名: 1,3,7-trimethyl-8-vinyl-3,7-dihydro-purine-2,6-dione；1,3,7-trimethyl-8-vinyl-3,7-dihydro-1H-purine-2,6-dione；8-ethenyl-1,3,7-trimethylpurine-2,6-dione
• CAS: 70540-94-2
• 化学式: C₁₀H₁₂N₄O₂
• 分子量: 220.231
• InChiKey: AASSRPTYAALGJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-Vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 、 碘甲烷 在 sodium methylate 作用下， 以74%的产率得到8-Vinyl-coffein
  参考文献：
  名称：

  7-Substituted 8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones and their broncholytic activity

  摘要：

  Alkylation of 8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) with alkyl halides in DMF in the presence of potassium carbonate, or alternatively, alkylation of its sodium salt (2) with alkyl iodide or hydroxyalkyl iodide afforded the 7-alkyl- or 7-(omega-hydroxyalkyl)-8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones. 3. 2-Substituted oxiranes reacted with 1 catalyzed by 2 or Triton B to yield 7-(2-hydroxyalkyl)-8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones 4. Compounds 3 and 4 were tested for broncholytic activity. The most effective derivatives were 3c and 4b.

  DOI：

  10.1007/bf00807173

文献信息

• 7-Substituted 8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones and their broncholytic activity
  作者：E. Nemčeková、A. Rybár、G. Nosál'ová、J. Alföldi

  DOI：10.1007/bf00807173

  日期：1995.6

  Alkylation of 8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) with alkyl halides in DMF in the presence of potassium carbonate, or alternatively, alkylation of its sodium salt (2) with alkyl iodide or hydroxyalkyl iodide afforded the 7-alkyl- or 7-(omega-hydroxyalkyl)-8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones. 3. 2-Substituted oxiranes reacted with 1 catalyzed by 2 or Triton B to yield 7-(2-hydroxyalkyl)-8-vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-diones 4. Compounds 3 and 4 were tested for broncholytic activity. The most effective derivatives were 3c and 4b.