diisopropyl (2-(4-dimethylamino-1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonate | 916916-37-5

• 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: diisopropyl (2-(4-dimethylamino-1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonate
• 英文别名: 1-[2-[di(propan-2-yloxy)phosphorylmethoxy]ethyl]-N,N-dimethylimidazo[2,1-b]purin-4-amine
• CAS: 916916-37-5
• 化学式: C₁₈H₂₉N₆O₄P
• 分子量: 424.44
• InChiKey: FSKJQEPVXKQWHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diisopropyl (2-(4-dimethylamino-1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonate 在 三甲基溴硅烷 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以32%的产率得到2-[4-(Dimethylamino)imidazo[2,1-b]purin-1-yl]ethoxymethylphosphonic acid
  参考文献：
  名称：

  Tricyclic etheno analogs of PMEG and PMEDAP: Synthesis and biological activity

  摘要：

  A series of novel 9-substituted (2-(3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic and 4-substituted (2-(1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonic acids as tricyclic etheno analogs of potent antivirals and cytostatics PMEG and PMEDAP was synthesized and evaluated for their biological activity. Most of the compounds showed modest activity against varicella-zoster virus (VZV) and human cytomegalovirus (HCMV) except for (2-(9-oxo-5,9-dihydro-3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic acid 8 which proved markedly active against VZV and HCMV. None of the compounds tested exhibited any significant cytostatic effect.

  DOI：

  10.1016/j.bmc.2006.07.036
• 作为产物：
  描述：

  膦酸,[[2-(2-氨基-6-氯-9H-嘌呤-9-基)乙氧基]甲基]-,二(1-甲基乙基)酯 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 10.0h， 生成 diisopropyl (2-(4-dimethylamino-1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonate
  参考文献：
  名称：

  Tricyclic etheno analogs of PMEG and PMEDAP: Synthesis and biological activity

  摘要：

  A series of novel 9-substituted (2-(3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic and 4-substituted (2-(1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonic acids as tricyclic etheno analogs of potent antivirals and cytostatics PMEG and PMEDAP was synthesized and evaluated for their biological activity. Most of the compounds showed modest activity against varicella-zoster virus (VZV) and human cytomegalovirus (HCMV) except for (2-(9-oxo-5,9-dihydro-3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic acid 8 which proved markedly active against VZV and HCMV. None of the compounds tested exhibited any significant cytostatic effect.

  DOI：

  10.1016/j.bmc.2006.07.036

文献信息

• Tricyclic etheno analogs of PMEG and PMEDAP: Synthesis and biological activity
  作者：Kateřina Hořejší、Graciela Andrei、Erik De Clercq、Robert Snoeck、Radek Pohl、Antonín Holý

  DOI：10.1016/j.bmc.2006.07.036

  日期：2006.12

  A series of novel 9-substituted (2-(3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic and 4-substituted (2-(1H-imidazo[2,1-b]purin-1-yl)ethoxy)methylphosphonic acids as tricyclic etheno analogs of potent antivirals and cytostatics PMEG and PMEDAP was synthesized and evaluated for their biological activity. Most of the compounds showed modest activity against varicella-zoster virus (VZV) and human cytomegalovirus (HCMV) except for (2-(9-oxo-5,9-dihydro-3H-imidazo[1,2-a]purin-3-yl)ethoxy)methylphosphonic acid 8 which proved markedly active against VZV and HCMV. None of the compounds tested exhibited any significant cytostatic effect.