8-Vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione | 70540-93-1

• 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-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
• 英文别名: 1,3-dimethyl-8-vinyl-3,7-dihydro-purine-2,6-dione；8-Vinyl-theophyllin；8-ethenyl-1,3-dimethyl-7H-purine-2,6-dione
• CAS: 70540-93-1
• 化学式: C₉H₁₀N₄O₂
• 分子量: 206.204
• InChiKey: SOHOVJPFKHZCNR-UHFFFAOYSA-N

物化性质

• 熔点：
  335 °C
• 沸点：
  445.0±55.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-环氧丁烷 、 8-Vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 在 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 24.0h， 以49%的产率得到8-Ethenyl-7-(2-hydroxybutyl)-1,3-dimethylpurine-2,6-dione
  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
• 作为产物：
  描述：

  8-(2-methoxyethyl)-1,3-dimethyl-7H-purine-2,6-dione 在 氢溴酸 作用下， 以 甲醇 为溶剂， 反应 40.0h， 生成 8-Vinyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  New xanthine derivatives with potent and long lasting anti-bronchoconstrictive activity

  摘要：

  DOI：

  10.1016/0223-5234(87)90056-0

文献信息

• REGNIER, G. L.;SAINT-ROMAS, C. G.;DUHAULT, J. L.;TISSERAND, F. P.;SAINT-R+, EUR. J. MED. CHEM., 22,(1987) N 3, 243-250
  作者：REGNIER, G. L.、SAINT-ROMAS, C. G.、DUHAULT, J. L.、TISSERAND, F. P.、SAINT-R+

  DOI：——

  日期：——
• New xanthine derivatives with potent and long lasting anti-bronchoconstrictive activity
  作者：Gilbert L Regnier、Claude G Guillonneau、Jacques L Duhault、Françoise P Tisserand、Guy Saint-Romas、Sophie M Holstorp

  DOI：10.1016/0223-5234(87)90056-0

  日期：1987.5
• 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.