2-[(3,5-Dimethoxy-phenyl)amino]-3-phenyl-5,7-diamino-quinoxaline | 958812-07-2

• 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: 2-[(3,5-Dimethoxy-phenyl)amino]-3-phenyl-5,7-diamino-quinoxaline
• 英文别名: 2-N-(3,5-dimethoxyphenyl)-3-phenylquinoxaline-2,5,7-triamine
• CAS: 958812-07-2
• 化学式: C₂₂H₂₁N₅O₂
• 分子量: 387.441
• InChiKey: AFBYNDQCDGJGBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-[(3,5-Dimethoxy-phenyl)amino]-3-phenyl-5,7-dinitro-quinoxaline 在 palladium on activated charcoal 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以71%的产率得到2-[(3,5-Dimethoxy-phenyl)amino]-3-phenyl-5,7-diamino-quinoxaline
  参考文献：
  名称：

  Synthesis of N-(5,7-diamino-3-phenyl-quinoxalin-2-yl)-3,4,5-substituted anilines and N-[4[(5,7-diamino-3-phenylquinoxalin-2-yl)amino]benzoyl]-l-glutamic acid diethyl ester: Evaluation of in vitro anti-cancer and anti-folate activities

  摘要：

  Several diamino quinoxalines were designed, synthesized and evaluated as anti-tumor agents. Two compounds showed the most potent cytotoxic activities against the leukemia CCRF-CEM cell line (GI(50) < 0-01 mu M) and the ovarian cancer cell line OVCAR-4 (GI(50) = 0.03 mu M), respectively, with comparable/better activities than Methotrexate (MTX). Docking calculations of the complexes of hDHFR with the most active compounds identified the binding mode of the described molecules with respect to MTX. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.035

文献信息

• Synthesis of N-(5,7-diamino-3-phenyl-quinoxalin-2-yl)-3,4,5-substituted anilines and N-[4[(5,7-diamino-3-phenylquinoxalin-2-yl)amino]benzoyl]-l-glutamic acid diethyl ester: Evaluation of in vitro anti-cancer and anti-folate activities
  作者：Paola Corona、Mario Loriga、M. Paola Costi、Stefania Ferrari、Giuseppe Paglietti

  DOI：10.1016/j.ejmech.2007.03.035

  日期：2008.1

  Several diamino quinoxalines were designed, synthesized and evaluated as anti-tumor agents. Two compounds showed the most potent cytotoxic activities against the leukemia CCRF-CEM cell line (GI(50) < 0-01 mu M) and the ovarian cancer cell line OVCAR-4 (GI(50) = 0.03 mu M), respectively, with comparable/better activities than Methotrexate (MTX). Docking calculations of the complexes of hDHFR with the most active compounds identified the binding mode of the described molecules with respect to MTX. (C) 2007 Elsevier Masson SAS. All rights reserved.