5-amino-3-<2-(diethylphosphonomethoxy)ethyl>-3H-imidazo<4,5-d>pyrimidin-7-one | 117087-28-2

• 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: 5-amino-3-<2-(diethylphosphonomethoxy)ethyl>-3H-imidazo<4,5-d>pyrimidin-7-one
• 英文别名: 9-(2'-(diethylphosphonomethoxy)ethyl)guanine；Pmegee；2-amino-9-[2-(diethoxyphosphorylmethoxy)ethyl]-1H-purin-6-one
• CAS: 117087-28-2
• 化学式: C₁₂H₂₀N₅O₅P
• 分子量: 345.295
• InChiKey: SPSDEXPWUORORO-UHFFFAOYSA-N

物化性质

• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-amino-3-<2-(diethylphosphonomethoxy)ethyl>-3H-imidazo<4,5-d>pyrimidin-7-one 在 三甲基溴硅烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以3.9%的产率得到5-amino-3-<2-(ethylphosphonomethoxy)ethyl>-3H-1,2,3-triazolo<4,5-d>pyrimidin-7-one
  参考文献：
  名称：

  8-Aza-analogues of PMEA and PMEG: Synthesis andIn VitroAnti-HIV Activity

  摘要：

  8-Aza-analogues of the potent antiviral nucleotide analogues 9-[2-(phosphonomethoxy)ethyl]adenine (PMEA) and 9-[2-(phosphonomethoxy)ethyl]guanine (PMEG) were prepared and evaluated for activity against human immunodeficiency viruses. When compared to the parent compounds, 8-aza-PMEA (1) and -PMEG (2) were less cytotoxic for MT-4 cells, but also less potent against HIV-1 and HIV-2. A new synthesis of PMEG starting from guanine is also reported.

  DOI：

  10.1080/15257779408009475
• 作为产物：
  描述：

  [(2-氯乙氧基)甲基]膦酸二乙酯 、 鸟嘌呤 生成 5-amino-3-<2-(diethylphosphonomethoxy)ethyl>-3H-imidazo<4,5-d>pyrimidin-7-one
  参考文献：
  名称：

  HOLY, ANTONIN;ROSENBERG, IVAN;DVORAKOVA, HANA;DECLERCQ, ERIK, NUCLEOSIDES AND NUCLEOTIDES, 7,(1988) N-6, C. 667-670

  摘要：

  DOI：

文献信息

• Antiviral phosphonomethoxyalkylene purine and pyrimidine derivatives
  申请人：Institute of Organic Chemistry and Biochemistry of the Academy of

  公开号：US05650510A1

  公开（公告）日：1997-07-22

  A series of compounds of Formula I which have anti-tumor activity, and are useful in treating viral infections, their compositions and use. ##STR1## In Formula I B is a purine or pyrimidine base; alk.sub.1 alk.sub.2 and alk.sub.3 are chemical bonds or alkylene groups; Q is hydrogen or hydroxyl; and R.sub.1 -R.sub.4 are hydrogen or alkyl.

  一系列具有抗肿瘤活性的化合物，可用于治疗病毒感染，其组成和用途。在公式I中，B是嘌呤或嘧啶碱基；alk.sub.1、alk.sub.2和alk.sub.3是化学键或烷基基团；Q是氢或羟基；R.sub.1-R.sub.4是氢或烷基。
• US5650510A
  申请人：——

  公开号：US5650510A

  公开（公告）日：1997-07-22
• US5854228A
  申请人：——

  公开号：US5854228A

  公开（公告）日：1998-12-29
• 8-Aza-analogues of PMEA and PMEG: Synthesis and<i>In Vitro</i>Anti-HIV Activity
  作者：P. Franchetti、G. Abu Sheikha、L. Cappellacci、L. Messini、M. Grifantini、A. G. Loi、A. De Montis、M. G. Spiga、P. La Colla

  DOI：10.1080/15257779408009475

  日期：1994.9

  8-Aza-analogues of the potent antiviral nucleotide analogues 9-[2-(phosphonomethoxy)ethyl]adenine (PMEA) and 9-[2-(phosphonomethoxy)ethyl]guanine (PMEG) were prepared and evaluated for activity against human immunodeficiency viruses. When compared to the parent compounds, 8-aza-PMEA (1) and -PMEG (2) were less cytotoxic for MT-4 cells, but also less potent against HIV-1 and HIV-2. A new synthesis of PMEG starting from guanine is also reported.
• HOLY, ANTONIN;ROSENBERG, IVAN;DVORAKOVA, HANA;DECLERCQ, ERIK, NUCLEOSIDES AND NUCLEOTIDES, 7,(1988) N-6, C. 667-670
  作者：HOLY, ANTONIN、ROSENBERG, IVAN、DVORAKOVA, HANA、DECLERCQ, ERIK

  DOI：——

  日期：——