4,8-dimethyl-5-nitro-2-(pyridin-4-yl)quinoline | 1075185-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4,8-dimethyl-5-nitro-2-(pyridin-4-yl)quinoline
• 英文别名: 4,8-Dimethyl-5-nitro-2-pyridin-4-ylquinoline
• CAS: 1075185-85-1
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: GIHJXAFGIJOXNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,8-dimethyl-2-(4-pyridinyl)quinoline 在 硫酸 、 potassium nitrate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 生成 4,8-dimethyl-5-nitro-2-(pyridin-4-yl)quinoline
  参考文献：
  名称：

  In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels–Alder reactions

  摘要：

  Diverse polyfunctionalized quinolines, easily prepared using Lewis acid-catalyzed imino Diels-Alder reactions between corresponding aldimines, were tested for antifungal properties against standardized as well as clinical isolates of clinically important fungi. Among them, 4-pyridyl derivatives displayed the best activities mainly against dermatophytes. The activity appears not to be related neither to the lipophilicity nor to the basicity of compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.079

文献信息

• Simple C-2-Substituted Quinolines and their Anticancer Activity
  作者：Vladimir V. Kouznetsov、Fernando A. Rojas Ruiz、Leonor Y. Vargas Mendez、Mahabir P. Gupta

  DOI：10.2174/157018012801319544

  日期：2012.6.1

  Sixteen C-2-substituted quinolines were tested in both human cancer cell lines (MCF-7, H-460 and SF-268) and normal cell lines (Vero and THP-1). Preliminary results indicate that 2-α-furyl- and 2-γ-pyridinyl quinoline derivatives 1, 13 and 14 are active against three human cancer cell lines and, at the same time, were devoid of cytotoxic effect on normal cells. Biological activity and SAR results were compared with different molecular descriptors determined in silico using online available software, in an attempt to show a relationship with the possible mode of action of these quinoline derivatives.

  对16种C-2取代的喹啉进行了人癌细胞系(MCF-7，H-460和SF-268)和正常细胞系(Vero和THP-1)的测试。初步结果表明，2-α呋喃基和2-γ吡啶基喹啉衍生物1，13和14对三种人癌细胞系具有活性，同时对正常细胞没有细胞毒性效应。生物活性和SAR结果与使用在线可用软件通过计算确定的不同的分子描述符进行了比较，试图展示这些喹啉衍生物可能的作用模式的关联。