1-[2',3'-diethanethio-5'-(4''-acetoxymethylene-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]uracil | 1234261-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[2',3'-diethanethio-5'-(4''-acetoxymethylene-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]uracil
• 英文别名: [1-[[(2R,3R,4S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-bis(ethylsulfanyl)oxolan-2-yl]methyl]triazol-4-yl]methyl acetate
• CAS: 1234261-97-2
• 化学式: C₁₈H₂₅N₅O₅S₂
• 分子量: 455.559
• InChiKey: ZJDLHARGNAMGTJ-MWQQHZPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  166
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  methyl 2,3-diethanethio-5-[4-acetoxymethylene-1'H-1',2',3'-triazol-1'-yl]-2,3,5-trideo xy-β-D-ribofuranoside 、 2,4-二(三甲硅氧基)嘧啶 在 三氟甲磺酸三甲基硅酯 、 水 、 碳酸氢钠 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 12.5h， 以88%的产率得到1-[2',3'-diethanethio-5'-(4''-acetoxymethylene-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]uracil
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 2′,3′-diethanethio-2′,3′,5′-trideoxy-5′-triazolonucleoside analogues

  摘要：

  A series of novel 2',3'-diethanethio-2',3',5'-trideoxy-5'-triazoloribonucleosides was synthesized in excellent yields and their antitumor activity was evaluated. These nucleoside analogues with aromatic substituted triazole rings showed significantly improved activity towards a broad range of tumor cell lines and those without arene substitutes were inactive. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.038

文献信息

• Synthesis and antitumor activity of novel 2′,3′-diethanethio-2′,3′,5′-trideoxy-5′-triazolonucleoside analogues
  作者：Jin-Lan Yu、Qin-Pei Wu、Qing-Shan Zhang、Xiao-Dong Xi、Ning-Ning Liu、Yun-Zheng Li、Yan-Hong Liu、Hong-Quan Yin

  DOI：10.1016/j.ejmech.2010.03.038

  日期：2010.7

  A series of novel 2',3'-diethanethio-2',3',5'-trideoxy-5'-triazoloribonucleosides was synthesized in excellent yields and their antitumor activity was evaluated. These nucleoside analogues with aromatic substituted triazole rings showed significantly improved activity towards a broad range of tumor cell lines and those without arene substitutes were inactive. (C) 2010 Elsevier Masson SAS. All rights reserved.