3'-(δ-aminovaleryl)amino-3'-deoxy-thymidine | 1098022-39-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-(δ-aminovaleryl)amino-3'-deoxy-thymidine
• 英文别名: 5-amino-N-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]pentanamide
• CAS: 1098022-39-9
• 化学式: C₁₅H₂₄N₄O₅
• 分子量: 340.379
• InChiKey: YTLDBKZXWPTZRV-DMDPSCGWSA-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：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3'-[(N-benzyloxycarbonyl-amino-δ-valeryl)-amino]-3'-deoxy-thymidine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以76.9%的产率得到3'-(δ-aminovaleryl)amino-3'-deoxy-thymidine
  参考文献：
  名称：

  Inhibitors Interacting with the Magnesium Binding Site of Reverse Transcriptase: Synthesis and Biological Activity Studies of 3′-(Ω-Amino-Acyl) Amino-3′-Deoxy-Thymidine

  摘要：

  Active site of reverse transcriptase contains carboxylate groups involved in the magnesium binding. We prepared some nucleoside analogs which could bind to these carboxylates preventing the binding of nucleotides. To the 3'-amino-3'-deoxy-thymidine, different N-protected omega-amino-acids were bound, the protection removed to give the 3'-(omega-amino-acyl-) amino-3'-deoxy-thymidines in good yield. Some showed moderate to low activity in HIV 1 replication test.

  DOI：

  10.1080/15257770802088902

文献信息

• Inhibitors Interacting with the Magnesium Binding Site of Reverse Transcriptase: Synthesis and Biological Activity Studies of 3′-(Ω-Amino-Acyl) Amino-3′-Deoxy-Thymidine
  作者：Thirumani Venkateshwar Goud、Anne-Marie Aubertin、Jean-François Biellmann

  DOI：10.1080/15257770802088902

  日期：2008.4.18

  Active site of reverse transcriptase contains carboxylate groups involved in the magnesium binding. We prepared some nucleoside analogs which could bind to these carboxylates preventing the binding of nucleotides. To the 3'-amino-3'-deoxy-thymidine, different N-protected omega-amino-acids were bound, the protection removed to give the 3'-(omega-amino-acyl-) amino-3'-deoxy-thymidines in good yield. Some showed moderate to low activity in HIV 1 replication test.