N-(1-Acetyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-acetamide | 96445-94-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(1-Acetyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-acetamide
• CAS: 96445-94-2
• 化学式: C₉H₉N₅O₃
• 分子量: 235.202
• InChiKey: OIVJIHIDCGPFKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  109.74
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(1-Acetyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-acetamide 、 6-Diethoxyphosphorylhexoxymethyl acetate 在 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 96.0h， 以65%的产率得到N-[1-(6-diethoxyphosphorylhexoxymethyl)-4-oxo-5H-pyrazolo[3,4-d]pyrimidin-6-yl]acetamide
  参考文献：
  名称：

  鸟嘌呤，吡唑并[3,4-d]嘧啶和三唑并[4,5-d]嘧啶（8-氮杂鸟嘌呤）膦酸酯无环衍生物是嘌呤核苷磷酸化酶的抑制剂。

  摘要：

  鸟嘌呤，吡唑并[3,4-d]嘧啶和三唑并[4,5-d]-嘧啶（8-氮杂鸟嘌呤）的膦酸酯无环衍生物是嘌呤核苷磷酸化酶（PNPase）的抑制剂，其Ki'值范围为0.05至1.6 microM。这些化合物是有效的PNPase抑制剂无环鸟苷二磷酸的酶稳定同类物（53）。

  DOI：

  10.1021/jm950736k
• 作为产物：
  描述：

  6-氨基-1,5-二氢-4H-吡唑并[3,4-d]嘧啶-4-酮 、 乙酸酐 反应 18.0h， 生成 N-(1-Acetyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-acetamide 、
  参考文献：
  名称：

  Modifications on the heterocyclic base of acyclovir: syntheses and antiviral properties

  摘要：

  A group of compounds was prepared in which variations of the ring portion of the acyclovir (ACV) structure were made. These modifications included monocyclic (isocytosine, triazole, imidazole), bicyclic (8-azapurine, pyrrolo[2,3-d]pyrimidine, pyrazolo[3,4-d]pyrimidine) and tricyclic (linear benzoguanine) congeners. The derivatives were evaluated against herpes simplex virus type 1 (HSV-1) by the plaque-inhibition and plaque-reduction methods with only the 8-azapurine analogue 28 showing some activity. In a test measuring the ability of these compounds to inhibit the HSV-1 thymidine kinase, 28 and the tricyclic derivative 38 exhibited competition with ACV for binding to the enzyme. The inability of the group to exert significant antiherpetic action is attributed to their lack of phosphorylation to the requisite triphosphate stage.

  DOI：

  10.1021/jm00146a002