4-amino-6-(4-chlorobenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-one | 131468-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-6-(4-chlorobenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-one
• CAS: 131468-67-2
• 化学式: C₁₀H₁₁ClN₆O
• 分子量: 266.69
• InChiKey: TUQVWYFKQOJNOT-UHFFFAOYSA-N

物化性质

• 熔点：
  262-264 °C(Solv: N,N-dimethylformamide (68-12-2); acetic acid (64-19-7))
• 沸点：
  447.8±47.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.12
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  111.85
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-amino-6-(4-chlorobenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-one 在 吡啶 、 三乙胺 作用下， 反应 3.0h， 生成 8-amino-6-(4-chlorobenzyl)-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 pyridinium salt
  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：

  4-amino-6-(4-chlorobenzyl)-3-methylthio-4,5-dihydro-1,2,4-triazin-5-one 在 一水合肼 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以70%的产率得到4-amino-6-(4-chlorobenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-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