ethyl 2-(9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-ylthio)acetate | 1075214-05-9

• 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: ethyl 2-(9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-ylthio)acetate
• CAS: 1075214-05-9
• 化学式: C₁₈H₂₆N₈O₂S
• 分子量: 418.523
• InChiKey: YQTCDXIRZQXLTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  103.85
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-ylthio)acetate 、 乙二胺 以 甲醇 为溶剂， 反应 13.0h， 以70%的产率得到2-(9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-ylthio)-N-(2-aminoethyl)acetamide
  参考文献：
  名称：

  Design and SAR of new substituted purines bearing aryl groups at N9 position as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Twenty-four purine derivatives bearing aryl groups at N9 position were designed and synthesized as HIV-1 Tat-TAR interaction inhibitors. All the compounds showed high antiviral activities in inhibiting the formation of SIV-induced syncytium in CEM174 cells. Ten of them with low cytotoxicities were evaluated by Tat dependent HIV-1 LTR-driven CAT gene expression colorimetric enzyme assay in human 293T cells at a concentration of 30 mu M, indicating effective inhibitory activities of blocking the Tat-TAR interaction. The aryl groups at N9 position affected the binding affinities between compounds and TAR RNA, showing some specificities of aryl groups to TAR RNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.043
• 作为产物：
  描述：

  9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-thiol 、 氯乙酸乙酯 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 以88%的产率得到ethyl 2-(9-(2-(1H-1,2,4-triazol-1-yl)ethyl)-2-(diethylamino)-6-methyl-9H-purine-8-ylthio)acetate
  参考文献：
  名称：

  Design and SAR of new substituted purines bearing aryl groups at N9 position as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Twenty-four purine derivatives bearing aryl groups at N9 position were designed and synthesized as HIV-1 Tat-TAR interaction inhibitors. All the compounds showed high antiviral activities in inhibiting the formation of SIV-induced syncytium in CEM174 cells. Ten of them with low cytotoxicities were evaluated by Tat dependent HIV-1 LTR-driven CAT gene expression colorimetric enzyme assay in human 293T cells at a concentration of 30 mu M, indicating effective inhibitory activities of blocking the Tat-TAR interaction. The aryl groups at N9 position affected the binding affinities between compounds and TAR RNA, showing some specificities of aryl groups to TAR RNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.043