9-[[1-((4-acetoxyethoxy)methyl)-1,2,3-triazol-4-yl]methyl]adenine | 199875-50-8

• 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: 9-[[1-((4-acetoxyethoxy)methyl)-1,2,3-triazol-4-yl]methyl]adenine
• 英文别名: 2-[[4-[(6-Aminopurin-9-yl)methyl]triazol-1-yl]methoxy]ethyl acetate
• CAS: 199875-50-8
• 化学式: C₁₃H₁₆N₈O₃
• 分子量: 332.322
• InChiKey: WSZZYYDQEQQAEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  9-[[1-((4-acetoxyethoxy)methyl)-1,2,3-triazol-4-yl]methyl]adenine 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以74%的产率得到9-[[1-[(4-hydroxyethoxy)methyl]-1,2,3-triazol-4-yl]methyl]adenine
  参考文献：
  名称：

  SYNTHESIS AND ANTI-HIV ACTIVITY OF NEW MODIFIED 1,2,3-TRIAZOLE ACYCLONUCLEOSIDES

  摘要：

  The synthesis of 1,2,3-triazole acyclonucleosides 7a-h via 1,3-dipolar cycloaddition of N-9/N-1-propargyipurine/pyrimidine 2a-h with azido-pseudo-sugar 4 is described and none of them had anti-HlV activity.

  DOI：

  10.1081/ncn-100108325
• 作为产物：
  描述：

  (2-乙酰氧基乙氧基)-甲基溴 在 sodium azide 作用下， 以 甲苯 为溶剂， 反应 76.0h， 生成 9-[[1-((4-acetoxyethoxy)methyl)-1,2,3-triazol-4-yl]methyl]adenine
  参考文献：
  名称：

  Synthesis of New 1,2,3-Triazole Acyclonucleoside Analogues of ACV and HBG

  摘要：

  1,3-dipolar cycloaddition of N-9/N-1-propargylpurine/pyrimidine to the corresponding azido-compounds 9-10 produces acyclonucleoside analogues 13a-h, 14a-h in which the 4-methyl-1,2,3-triazole is used as spacer arm.

  DOI：

  10.1080/07328319708006145

文献信息

• Zinc Chloride Doped Natural Phosphate as 1,3-Dipolar Cycloaddition Catalyst
  作者：H. B. Lazrek、A. Rochdi、Y. Kabbaj、M. Taourirte、S. Sebti

  DOI：10.1080/00397919908086072

  日期：1999.3

  Catalytic behaviour has been observed for zinc chloride doped natural phosphate for the 1,3-dipolar cycloaddition reactions. It provides an easy route for the preparation of new nucleosides and acyclonucleosides containing a 1,2,3-triazole ring.
• Synthesis of New 1,2,3-Triazole Acyclonucleoside Analogues of ACV and HBG
  作者：H. B. Lazrek、M. Taourirte、T. Oulih、M. Lebtoumi、J. L. Barascut、J. L. Imbach

  DOI：10.1080/07328319708006145

  日期：1997.7

  1,3-dipolar cycloaddition of N-9/N-1-propargylpurine/pyrimidine to the corresponding azido-compounds 9-10 produces acyclonucleoside analogues 13a-h, 14a-h in which the 4-methyl-1,2,3-triazole is used as spacer arm.
• SYNTHESIS AND ANTI-HIV ACTIVITY OF NEW MODIFIED 1,2,3-TRIAZOLE ACYCLONUCLEOSIDES
  作者：H. Lazrek、M. Taourirte、T. Oulih、J. Barascut、J. Imbach、C. Pannecouque、M. Witrouw、E. De Clercq

  DOI：10.1081/ncn-100108325

  日期：——

  The synthesis of 1,2,3-triazole acyclonucleosides 7a-h via 1,3-dipolar cycloaddition of N-9/N-1-propargyipurine/pyrimidine 2a-h with azido-pseudo-sugar 4 is described and none of them had anti-HlV activity.