1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxamide | 100133-94-6

• 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-dicarboxamide
• 英文别名: 1-β-D-glucopyranosyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid diamide；1-β-D-Glucopyranosyl-1H-[1,2,3]triazol-4,5-dicarbonsaeure-diamid；1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]triazole-4,5-dicarboxamide
• CAS: 100133-94-6
• 化学式: C₁₀H₁₅N₅O₇
• 分子量: 317.258
• InChiKey: SIQWXMXOCCRTNQ-YLNWCHGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  207
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxamide 在 次溴酸钾 作用下， 生成 3-β-D-glucopyranosyl-3,4-dihydro-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-dione 、 1-β-D-glucopyranosyl-1,4-dihydro-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-dione
  参考文献：
  名称：

  Baddiley et al., Journal of the Chemical Society, 1958, p. 1651,1655

  摘要：

  DOI：
• 作为产物：
  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

文献信息

• Baddiley et al., Journal of the Chemical Society, 1958, p. 1651,1655
  作者：Baddiley et al.

  DOI：——

  日期：——
• 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.