4-(2'-ethylimidazolyl)-6-[N-(4'-trimethylacetoxybutyl)amino]-5-nitropyrimidine

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-(2'-ethylimidazolyl)-6-[N-(4'-trimethylacetoxybutyl)amino]-5-nitropyrimidine
• 英文别名: 4-[[6-(2-Ethylimidazol-1-yl)-5-nitropyrimidin-4-yl]amino]butyl 2,2-dimethylpropanoate；4-[[6-(2-ethylimidazol-1-yl)-5-nitropyrimidin-4-yl]amino]butyl 2,2-dimethylpropanoate
• 化学式: C₁₈H₂₆N₆O₄
• 分子量: 390.442
• InChiKey: UCIVRRNKNLRZOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-chloro-6-[N-(4'-hydroxybutyl)amino]-5-nitropyrimidine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 生成 4-(2'-ethylimidazolyl)-6-[N-(4'-trimethylacetoxybutyl)amino]-5-nitropyrimidine
  参考文献：
  名称：

  Synthesis and Biological Activities of New Carbaacyclonucleosides and 1′-Oxaacyclonucleosides Related to Clitocine

  摘要：

  We describe the synthesis of two series of acyclonucleosides : carbaacyclonucleosides and 1'-oxaacyclonucleosides which possess the same aglycone as clitocine 3 which is a natural nucleoside exhibiting interesting biological properties. These compounds have been obtained by condensation of 4-aminobutanol or 3-silyloxypropoxyamine with 4,6-dichloro-5-nitropyrimidine. Structural modifications have been made on the heterocyclic base and the side chain to enhance their potential activity.All these compounds have been tested against different viruses : HIV-1, HSV-1, HSV-2, CMV, VZV, EBV. The carbaacyclonucleoside 10 was associated with an anti-EBV activity (EC50 = 0.86 mu g/mL).

  DOI：

  10.1080/15257770008035008

文献信息

• Synthesis and Biological Activities of New Carbaacyclonucleosides and 1′-Oxaacyclonucleosides Related to Clitocine
  作者：Corinne Bacchelli、Roger Condom、Nadia Patino、Anne-Marie Aubertin

  DOI：10.1080/15257770008035008

  日期：2000.3

  We describe the synthesis of two series of acyclonucleosides : carbaacyclonucleosides and 1'-oxaacyclonucleosides which possess the same aglycone as clitocine 3 which is a natural nucleoside exhibiting interesting biological properties. These compounds have been obtained by condensation of 4-aminobutanol or 3-silyloxypropoxyamine with 4,6-dichloro-5-nitropyrimidine. Structural modifications have been made on the heterocyclic base and the side chain to enhance their potential activity.All these compounds have been tested against different viruses : HIV-1, HSV-1, HSV-2, CMV, VZV, EBV. The carbaacyclonucleoside 10 was associated with an anti-EBV activity (EC50 = 0.86 mu g/mL).