1-<(2-hydroxy-1-hydroxymethyl)ethoxymethyl>-thieno<3,2-d>pyrimidine-2,4-dione | 156943-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 1-<(2-hydroxy-1-hydroxymethyl)ethoxymethyl>-thieno<3,2-d>pyrimidine-2,4-dione
• 英文别名: 1-[[2-Hydroxy-1-(hydroxymethyl)ethoxy]methyl]thieno[3,2-d]pyrimidine-2,4-dione；1-(1,3-dihydroxypropan-2-yloxymethyl)thieno[3,2-d]pyrimidine-2,4-dione
• CAS: 156943-15-6
• 化学式: C₁₀H₁₂N₂O₅S
• 分子量: 272.282
• InChiKey: SCNDXILSFCKRGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-<(2-hydroxy-1-hydroxymethyl)ethoxymethyl>-thieno<3,2-d>pyrimidine-2,4-dione 在 sodium azide 、 四碘甲烷 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以16%的产率得到1-<(2-azido-1-hydroxymethyl)ethoxymethyl>-thieno<3,2-d>pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of Acyclic Thieno[3,2-d]Pyrimidine Nucleosides and Azido Derivatives as Potential Anti-HIV Agents

  摘要：

  A series of thieno[3,2,d]pyrimidine-2,4-diones alkylated with acyclic chains have been synthesized related to the antiherpetic agents (acyclovir and ganciclovir) and to EBPU which was reported to display in vitro antiviral activity against human immunodeficiency virus type 1 (HIV-1). Conversion of the hydroxy-acyclic nucleosides into their azido derivatives was then examined using triphenylphosphine - carbon tetraiodide - sodium azide. AU the compounds, however, did not exhibit any significant inhibitory activity against HIV-1 in CEM cl 13 cells.

  DOI：

  10.1080/15257779408011862
• 作为产物：
  描述：

  1,3-二氢噻吩[3,2-D]嘧啶-2,4-二酮 在 ammonium sulfate 、 四氯化锡 、 sodium carbonate 、 六甲基二硅氮烷 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 1-<(2-hydroxy-1-hydroxymethyl)ethoxymethyl>-thieno<3,2-d>pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of Acyclic Thieno[3,2-d]Pyrimidine Nucleosides and Azido Derivatives as Potential Anti-HIV Agents

  摘要：

  A series of thieno[3,2,d]pyrimidine-2,4-diones alkylated with acyclic chains have been synthesized related to the antiherpetic agents (acyclovir and ganciclovir) and to EBPU which was reported to display in vitro antiviral activity against human immunodeficiency virus type 1 (HIV-1). Conversion of the hydroxy-acyclic nucleosides into their azido derivatives was then examined using triphenylphosphine - carbon tetraiodide - sodium azide. AU the compounds, however, did not exhibit any significant inhibitory activity against HIV-1 in CEM cl 13 cells.

  DOI：

  10.1080/15257779408011862

文献信息

• Synthesis of Acyclic Thieno[3,2-<i>d</i>]Pyrimidine Nucleosides and Azido Derivatives as Potential Anti-HIV Agents
  作者：C. Fossey、D. Laduree、M. Robba

  DOI：10.1080/15257779408011862

  日期：1994.5

  A series of thieno[3,2,d]pyrimidine-2,4-diones alkylated with acyclic chains have been synthesized related to the antiherpetic agents (acyclovir and ganciclovir) and to EBPU which was reported to display in vitro antiviral activity against human immunodeficiency virus type 1 (HIV-1). Conversion of the hydroxy-acyclic nucleosides into their azido derivatives was then examined using triphenylphosphine - carbon tetraiodide - sodium azide. AU the compounds, however, did not exhibit any significant inhibitory activity against HIV-1 in CEM cl 13 cells.