6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,8-dihydro-3-thioxo-1,2,4-triazolo[4,3-b][1,2,4]-triazin-7(3H)-one | 858780-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,8-dihydro-3-thioxo-1,2,4-triazolo[4,3-b][1,2,4]-triazin-7(3H)-one
• CAS: 858780-03-7
• 化学式: C₂₅H₂₇N₅O₁₀S
• 分子量: 589.583
• InChiKey: ZRHLIPGVRGRJFX-ZFVIQDPVSA-N

反应信息

• 作为反应物：
  描述：

  6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,8-dihydro-3-thioxo-1,2,4-triazolo[4,3-b][1,2,4]-triazin-7(3H)-one 在 双氧水 、 溶剂黄146 作用下， 反应 0.05h， 以60%的产率得到6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,4-triazolo[4,3-b][1,2,4]-triazine-3,7(2H,8H)-dione
  参考文献：
  名称：

  Synthesis of Some Novel 6‐Benzyl(or Substituted Benzyl)‐2‐β‐d‐Glucopyranosyl‐1,2,4‐Triazolo[4,3‐b][1,2,4]Triazines as Potential Antimicrobial Chemotherapeutics

  摘要：

  Glucosidation of the new 8-amino-6-benzyl(or substituted benzyl)-2,8-dihydro-1,2,4tri azolo [4,3-b] [1,2,4]triazin-7(3 H)-ones (3a-d) with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide 4 gave the corresponding N-glucosides 5a-d. Chemical transformations leading to new functionalities have also been achieved to give compounds 7-12. Antimicrobial activity of compounds 5a-c against Aspergillus fumigatus, Penicillium italicum, Syncephalastrum racemosum, Candida albicans, Staphylococcus aureus, Pseudomonas aeruginosa, Bacillus subtilis, Escherichia coli is described.

  DOI：

  10.1081/ncn-200040663
• 作为产物：
  描述：

  8-amino-6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,8-dihydro-3-thioxo-1,2,4-triazolo[4,3-b][1,2,4]-triazin-7(3H)-one 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 以80%的产率得到6-benzyl-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,8-dihydro-3-thioxo-1,2,4-triazolo[4,3-b][1,2,4]-triazin-7(3H)-one
  参考文献：
  名称：

  Synthesis of Some Novel 6‐Benzyl(or Substituted Benzyl)‐2‐β‐d‐Glucopyranosyl‐1,2,4‐Triazolo[4,3‐b][1,2,4]Triazines as Potential Antimicrobial Chemotherapeutics

  摘要：

  Glucosidation of the new 8-amino-6-benzyl(or substituted benzyl)-2,8-dihydro-1,2,4tri azolo [4,3-b] [1,2,4]triazin-7(3 H)-ones (3a-d) with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide 4 gave the corresponding N-glucosides 5a-d. Chemical transformations leading to new functionalities have also been achieved to give compounds 7-12. Antimicrobial activity of compounds 5a-c against Aspergillus fumigatus, Penicillium italicum, Syncephalastrum racemosum, Candida albicans, Staphylococcus aureus, Pseudomonas aeruginosa, Bacillus subtilis, Escherichia coli is described.

  DOI：

  10.1081/ncn-200040663