8-(β-bromoethyl)-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline | 261156-66-5

• 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-(β-bromoethyl)-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline
• 英文别名: 6-(2-Bromoethyl)-2,4-dimethyl-7,8-dihydropurino[7,8-a]imidazole-1,3-dione
• CAS: 261156-66-5
• 化学式: C₁₁H₁₄BrN₅O₂
• 分子量: 328.168
• InChiKey: KDZNJKSJFDEDNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  61.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-嘧啶基)哌嗪 、 8-(β-bromoethyl)-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以91%的产率得到8-{2-[4-(2-pyrimidinyl)-1-piperazinyl]-ethyl}-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline
  参考文献：
  名称：

  Synthesis and CNS activity of tricyclic theophylline derivatives. 8-substituted imidazo[2,1-f]theophyllines

  摘要：

  Based on previously described results of pharmacological in vitro and in vivo tests of some series of pyrimido- and diazepino-[2,1-f]theophylline derivatives, Ns-unsubstituted, N8-benzyl and N8-arylpiperazino-alkyl derivatives of imidazo[2,1-f]theophyllines were synthesized and tested for their CNS activity. It has been shown that tricyclic [2,1-f]theophyllines possess sedative and analgesic activity. N8-Phenylpiperazinopropyl-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline 6 showed significant anti-serotonin and long-lasting hypothermic effects. N8-Benzyl-1,3,6,8-tetrahydroimidazo-7-on[2,1-f]theophylline 8 possess anticonvulsant properties. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00131-2
• 作为产物：
  描述：

  2,3,4,6,7,8-六氢-1,3-二甲基-8-羟基乙基-1H-咪唑并(2,1-f)嘌呤-2,4-二酮 在 三溴化磷 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以92%的产率得到8-(β-bromoethyl)-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline
  参考文献：
  名称：

  Synthesis and CNS activity of tricyclic theophylline derivatives. 8-substituted imidazo[2,1-f]theophyllines

  摘要：

  Based on previously described results of pharmacological in vitro and in vivo tests of some series of pyrimido- and diazepino-[2,1-f]theophylline derivatives, Ns-unsubstituted, N8-benzyl and N8-arylpiperazino-alkyl derivatives of imidazo[2,1-f]theophyllines were synthesized and tested for their CNS activity. It has been shown that tricyclic [2,1-f]theophyllines possess sedative and analgesic activity. N8-Phenylpiperazinopropyl-1,3,6,7-tetrahydro-(8H)-imidazo[2,1-f]theophylline 6 showed significant anti-serotonin and long-lasting hypothermic effects. N8-Benzyl-1,3,6,8-tetrahydroimidazo-7-on[2,1-f]theophylline 8 possess anticonvulsant properties. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00131-2