proximal-theophylline | 78754-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: proximal-theophylline
• 英文别名: prox-benzotheophylline；6,8-Dimethyl-1,6-dihydro-imidazo[4,5-f]quinazoline-7,9-dione；6,8-dimethyl-3H-imidazo[4,5-f]quinazoline-7,9-dione
• CAS: 78754-88-8
• 化学式: C₁₁H₁₀N₄O₂
• 分子量: 230.226
• InChiKey: XRYLKEOUTJWYLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  proximal-theophylline 、 硫酸二甲酯 在 sodium hydroxide 作用下， 以78%的产率得到3,6,8-trimethylimidazo<4,5-f>quinazolin-7,9-(6H,8H)dione
  参考文献：
  名称：

  Schneller, Stewart W.; Christ, William J., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 653 - 654

  摘要：

  DOI：
• 作为产物：
  描述：

  甲酸 、 5-amino-1,3-dimethyl-6-nitro-2,4(1H,3H)-quinazolinedione 在 palladium on activated charcoal 氢气 作用下， 生成 proximal-theophylline
  参考文献：
  名称：

  Linear and proximal benzo-separated alkylated xanthines as adenosine-receptor antagonists

  摘要：

  The linear and proximal benzo-separated derivatives of 8-phenyltheophylline, 1,3-diethyl-8-phenylxanthine, 1,3-dipropylxanthine, 1,3-dibutylxanthine, 3-isobutyl-1-methylxanthine, theophylline, caffeine, and isocaffeine have been synthesized and evaluated for affinity at the A1 and A2 adenosine receptors. Although structure-activity relationships in the benzo-separated series differed from the relationships in the simple xanthines, the most potent of the benzo-separated xanthines were about equal in affinity to the most potent of the corresponding xanthines. On the basis of the present results and the diverse structures reported in the literature as non-xanthine adenosine antagonists, it appears that the primary requirement for adenosine-receptor affinity in nonnucleosides is a flat, neutral, fused-ring heterocycle and that once this requirement is met there are numerous potential binding modes.

  DOI：

  10.1021/jm00130a004

文献信息

• Linear and proximal benzo-separated alkylated xanthines as adenosine-receptor antagonists
  作者：Stewart W. Schneller、Augusto C. Ibay、William J. Christ、Robert F. Bruns

  DOI：10.1021/jm00130a004

  日期：1989.10

  The linear and proximal benzo-separated derivatives of 8-phenyltheophylline, 1,3-diethyl-8-phenylxanthine, 1,3-dipropylxanthine, 1,3-dibutylxanthine, 3-isobutyl-1-methylxanthine, theophylline, caffeine, and isocaffeine have been synthesized and evaluated for affinity at the A1 and A2 adenosine receptors. Although structure-activity relationships in the benzo-separated series differed from the relationships in the simple xanthines, the most potent of the benzo-separated xanthines were about equal in affinity to the most potent of the corresponding xanthines. On the basis of the present results and the diverse structures reported in the literature as non-xanthine adenosine antagonists, it appears that the primary requirement for adenosine-receptor affinity in nonnucleosides is a flat, neutral, fused-ring heterocycle and that once this requirement is met there are numerous potential binding modes.
• Schneller, Stewart W.; Christ, William J., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 653 - 654
  作者：Schneller, Stewart W.、Christ, William J.

  DOI：——

  日期：——