N⁶-trityladenosine | 31085-58-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N⁶-trityladenosine
• 英文别名: N⁶-Trityl-adenosin；N-trityl adenosine；(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(tritylamino)purin-9-yl]oxolane-3,4-diol
• CAS: 31085-58-2
• 化学式: C₂₉H₂₇N₅O₄
• 分子量: 509.564
• InChiKey: LUSHORHSEIVBIK-ZYWWQZICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2',3',5'-tri-O-acetyl-6-N-trityladenosine 在 氨 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以131 mg的产率得到N⁶-trityladenosine
  参考文献：
  名称：

  New tools in nucleoside toolbox of tick-borne encephalitis virus reproduction inhibitors

  摘要：

  Design and development of nucleoside analogs is an established strategy in the antiviral drug discovery field. Nevertheless, for many viruses the coverage of structure-activity relationships (SAR) in the nucleoside chemical space is not sufficient. Here we present the nucleoside SAR exploration for tick-borne encephalitis virus (TBEV), a member of Flavivirus genus. Promising antiviral activity may be achieved by introduction of large hydrophobic substituents in the position 6 of adenosine or bulky silyl groups to the position 5'. Introduction of methyls to the ribose moiety does not lead to inhibition of TBEV reproduction. Possible mechanisms of action of these nucleosides include the inhibition of viral entry or interaction with TBEV non-structural protein 5 methyltransferase or RNA-dependent RNA polymerase domains. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.01.040