4-amino-6-(4-methoxybenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-one | 858780-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-amino-6-(4-methoxybenzyl)-3-hydrazino-4,5-dihydro-1,2,4-triazin-5-one
• 英文别名: 4-amino-6-(4-methoxybenzyl)-3-hydrazinyl-1,2,4-triazin-5(4H)-one
• CAS: 858780-43-5
• 化学式: C₁₁H₁₄N₆O₂
• 分子量: 262.271
• InChiKey: OEVZDXYWLCCTOS-UHFFFAOYSA-N

物化性质

• 熔点：
  243-244 °C(Solv: N,N-dimethylformamide (68-12-2); acetic acid (64-19-7))
• 沸点：
  456.6±47.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.76
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  121.08
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-amino-6-(4-methoxybenzyl)-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-methoxybenzyl)-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-5-oxo-4-thioxo-6-(p-methoxybenzyl)-2,3,4,5-tetrahydro-1,2,4-triazine 在 sodium methylate 、 一水合肼 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 3.0h， 生成 4-amino-6-(4-methoxybenzyl)-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

文献信息

• Synthesis and structure elucidation of novel fused 1,2,4-triazine derivatives as potent inhibitors targeting CYP1A1 activity
  作者：Abdel Moneim EL Massry、Ahmed Mosaad Asal、Sherine Nabil Khattab、Nesreen Saied Haiba、Hala A. Awney、Mohamed Helmy、Vratislav Langer、Adel Amer

  DOI：10.1016/j.bmc.2012.02.041

  日期：2012.4

  l)-7-oxo-2,3-dihydro-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazine 3d and 2-acetyl-8-(N-acetylamino)-6-benzyl-3-(4-chlorophenyl)-3-methyl-7-oxo-2,3-dihydro-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazine 4e to secure their structures. The inhibitory effect of these compounds toward the CPY1A1 activity was screened to determine their potential as promising anticancer drugs. Our data showed that compounds 4e, 5a

  介绍了新系列的新型1,2,4-三嗪稠合衍生物3a – 3f，4a – 4i和6a – 6b的合成和结构解析及其抑制活性。通过1 H NMR，13 C NMR，MS光谱和元素分析确认了合成化合物的分子结构。对2-乙酰基-8-（N，N-二乙酰氨基）-6-（4-甲氧基苄基）-3-（4-甲氧基-苯基）-7-氧代-2,3-二氢- 7 H- [1,2,4]三唑[4,3- b ] [1,2,4]三嗪3d和2-乙酰基-8-（N-乙酰氨基）-6-苄基-3-（4-氯苯基）-3-甲基-7-氧代-2,3-二氢-7 H- [1,2,4]三唑[4,3- b ] [1 ，2,4]三嗪4e固定其结构。筛选了这些化合物对CPY1A1活性的抑制作用，以确定它们作为有前途的抗癌药物的潜力。我们的数据表明化合物4e，5a，5b和6b在所有测试化合物中具有最高的抑制作用。此外，对三唑三嗪衍生物对接的分析表明，这些化合物仅在蛋白质外