1-[2',3'-diethanethio-5'-(4''-phenyl-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]-N4-acetyl-cytosine | 1234262-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[2',3'-diethanethio-5'-(4''-phenyl-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]-N4-acetyl-cytosine
• 英文别名: N-[1-[(2R,3S,4R,5R)-3,4-bis(ethylsulfanyl)-5-[(4-phenyltriazol-1-yl)methyl]oxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide
• CAS: 1234262-06-6
• 化学式: C₂₃H₂₈N₆O₃S₂
• 分子量: 500.646
• InChiKey: QXIZUDVUPCIAAQ-ZHHKINOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  152
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2',3'-diethanethio-5'-(4''-phenyl-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]-N4-acetyl-cytosine 在 甲胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以94%的产率得到1-[2',3'-diethanethio-5'-(4''-phenyl-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]cytosine
  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
• 作为产物：
  描述：

  methyl 2,3-diethanethio-5-(4'-phenyl-1'H-1',2',3'-triazol-1'-yl)-2,3,5-trideoxy-β-D-ribofuranoside 、 N⁴-acetyl-O-trimethylsilylcytosine 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90%的产率得到1-[2',3'-diethanethio-5'-(4''-phenyl-1''H-1'',2'',3''-triazol-1''-yl)-2',3',5'-trideoxy-β-D-ribofuranosyl]-N4-acetyl-cytosine
  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.