1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-[N,N'-bis(2-hydroxyethyl)]dicarboxamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-[N,N'-bis(2-hydroxyethyl)]dicarboxamide
• 英文别名: 4-N,5-N-bis(2-hydroxyethyl)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]triazole-4,5-dicarboxamide
• 化学式: C₁₄H₂₃N₅O₉
• 分子量: 405.365
• InChiKey: BCYSLBIQYSERMM-MNMNVURASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  220
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  1-azido-1-deoxy-β-D-glucopyranoside tetraacetate 在 sodium thiophenolate 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-[N,N'-bis(2-hydroxyethyl)]dicarboxamide
  参考文献：
  名称：

  NEW GLYCOSYL-(CARBOXAMIDE)-1,2,3-TRIAZOLE-N-NUCLEOSIDES: SYNTHESIS AND ANTITUMOR ACTIVITY

  摘要：

  A series of potential bioactive compounds, 1-glucopyranosyl-1,2,3-triazole-4,5-dimethylcarboxylate, 1-glucopyranosyl-1,2,3-triazole-4,5-N-dicarbox-amide,-dialkyl-dicarboxamide-N-nucleosides and 6-amine-4H-1-(beta-D-glucopyranosyl)-8-hydroxy-1,2,3-triazolo[4,5-e][1,3]-diazepin-4-one, were synthesized. Primary activity screening of the novel nucleosides showed poor or no anticancer activity against breast, lung and CNS tumors.

  DOI：

  10.1081/ncn-120006830

文献信息

• NEW GLYCOSYL-(CARBOXAMIDE)-1,2,3-TRIAZOLE-<i>N</i>-NUCLEOSIDES: SYNTHESIS AND ANTITUMOR ACTIVITY
  作者：Najim A. Al-Masoudi、Yaseen A. Al-Soud

  DOI：10.1081/ncn-120006830

  日期：2002.7

  A series of potential bioactive compounds, 1-glucopyranosyl-1,2,3-triazole-4,5-dimethylcarboxylate, 1-glucopyranosyl-1,2,3-triazole-4,5-N-dicarbox-amide,-dialkyl-dicarboxamide-N-nucleosides and 6-amine-4H-1-(beta-D-glucopyranosyl)-8-hydroxy-1,2,3-triazolo[4,5-e][1,3]-diazepin-4-one, were synthesized. Primary activity screening of the novel nucleosides showed poor or no anticancer activity against breast, lung and CNS tumors.