1-(3-methyl-1-(p-nitrophenyl)-1H-pyrazol-4-yl)-4-methyl-1,2,4-triazolo[4,3-a]quinoxaline | 1350322-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-methyl-1-(p-nitrophenyl)-1H-pyrazol-4-yl)-4-methyl-1,2,4-triazolo[4,3-a]quinoxaline
• 英文别名: 4-Methyl-1-[3-methyl-1-(4-nitrophenyl)pyrazol-4-yl]-[1,2,4]triazolo[4,3-a]quinoxaline
• CAS: 1350322-17-6
• 化学式: C₂₀H₁₅N₇O₂
• 分子量: 385.385
• InChiKey: HSFQBJDRNXNAQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-[N'-((3-methyl-1-(p-nitrophenyl)-1H-pyrazol-4-yl)methylidene)hydrazino]-3-methylquinoxaline 在 copper dichloride 、 氨 、 sodium chloride 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 1.66h， 以87%的产率得到1-(3-methyl-1-(p-nitrophenyl)-1H-pyrazol-4-yl)-4-methyl-1,2,4-triazolo[4,3-a]quinoxaline
  参考文献：
  名称：

  Copper(II) chloride mediated synthesis and DNA photocleavage activity of 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines

  摘要：

  A new class of photonucleases, 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines (4) was synthesized in a facile and efficient manner via copper(II) chloride mediated oxidative intramolecular cyclization of 2-(arylidenehydrazino)-3-substituted-quinoxalines (3). DNA cleavage potency of compounds 4a-d (40 mu g each) was quantitatively evaluated on supercoiled plasmid Phi X174 under UV irradiation (312 nm, 15 W) without any additive. Compound 4c was found to be the most efficient DNA photocleaver which had converted supercoiled DNA (form I) into the relaxed DNA (form II) at 30 jig and the DNA photocleavage activity increases with increase in concentration of 4c. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.032

文献信息

• Copper(II) chloride mediated synthesis and DNA photocleavage activity of 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines
  作者：Ranjana Aggarwal、Garima Sumran、Virender Kumar、Ashwani Mittal

  DOI：10.1016/j.ejmech.2011.10.032

  日期：2011.12

  A new class of photonucleases, 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines (4) was synthesized in a facile and efficient manner via copper(II) chloride mediated oxidative intramolecular cyclization of 2-(arylidenehydrazino)-3-substituted-quinoxalines (3). DNA cleavage potency of compounds 4a-d (40 mu g each) was quantitatively evaluated on supercoiled plasmid Phi X174 under UV irradiation (312 nm, 15 W) without any additive. Compound 4c was found to be the most efficient DNA photocleaver which had converted supercoiled DNA (form I) into the relaxed DNA (form II) at 30 jig and the DNA photocleavage activity increases with increase in concentration of 4c. (C) 2011 Elsevier Masson SAS. All rights reserved.