dimethyl 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate | 475568-31-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate
• 英文别名: dimethyl 1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]triazole-4,5-dicarboxylate
• CAS: 475568-31-1
• 化学式: C₁₂H₁₇N₃O₉
• 分子量: 347.282
• InChiKey: LHECOMUETPHYFT-PMZAMSJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  174
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  dimethyl 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate 在 氨 作用下， 反应 18.0h， 以83%的产率得到1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-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
• 作为产物：
  描述：

  dimethyl 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate 在 sodium thiophenolate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 以62%的产率得到dimethyl 1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate
  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.