3-Phenyl-chinoxalin-hydrazon-(2) des Benzaldehyds | 1049-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-Phenyl-chinoxalin-hydrazon-(2) des Benzaldehyds
• 英文别名: Benzaldehyd(3-phenyl-2-chinoxalinyl)hydrazon；3-Phenyl-2--chinoxalin；3-Phenyl-chinoxalin-2-hydrazon des Benzaldehyds；Benzaldehyd-<2-phenyl-chinoxalin-3-yl-hydrazon>；benzaldehyde (3-phenyl-quinoxalin-2-yl)-hydrazone；2-(N'-benzylidenehydrazino)-3-phenylquinoxaline；Benzaldehyde 2-phenyl-3-quinoxalinylhydrazone；N-(benzylideneamino)-3-phenylquinoxalin-2-amine
• CAS: 1049-25-8
• 化学式: C₂₁H₁₆N₄
• 分子量: 324.385
• InChiKey: KUWXRGKJLQSLLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Phenyl-chinoxalin-hydrazon-(2) des Benzaldehyds 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78%的产率得到1,4-diphenyl-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
• 作为产物：
  描述：

  苯甲醛 、 (3-苯基喹喔啉-2-基)肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以73%的产率得到3-Phenyl-chinoxalin-hydrazon-(2) des Benzaldehyds
  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

• El-Hawash; Habib; Fanaki, Pharmazie, 1999, vol. 54, # 11, p. 808 - 813
  作者：El-Hawash、Habib、Fanaki

  DOI：——

  日期：——
• 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.