(E)-N1-(2-(2-(4-fluorobenzylidene)hydrazinyl)quinazolin-4-yl)-N2,N2-dimethylethane-1,2-diamine | 1394248-36-2

• 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: (E)-N1-(2-(2-(4-fluorobenzylidene)hydrazinyl)quinazolin-4-yl)-N2,N2-dimethylethane-1,2-diamine
• 英文别名: 4-N-[2-(dimethylamino)ethyl]-2-N-[(E)-(4-fluorophenyl)methylideneamino]quinazoline-2,4-diamine
• CAS: 1394248-36-2
• 化学式: C₁₉H₂₁FN₆
• 分子量: 352.414
• InChiKey: ZALCMFNTVWGTJA-LPYMAVHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N¹-(2-chloroquinazolin-4-yl)-N²,N²-dimethylethane-1,2-diamine 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (E)-N1-(2-(2-(4-fluorobenzylidene)hydrazinyl)quinazolin-4-yl)-N2,N2-dimethylethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-(2-arylmethylene)hydrazinyl-4-aminoquinazoline derivatives as potent antitumor agents

  摘要：

  Two series of novel 2-(2-arylmethylene)hydrazinyl-4-aminoquinazoline derivatives were synthesized and evaluated for their cytotoxicity against H-460, HT-29, HepG2 and SGC-7901 cancer cell lines in vitro. Most compounds displayed moderate to excellent activity, with IC50 values ranging from 0.015 to 4.09 mu M against all tested cell lines, respectively. The most promising compound 9p (E)-2-(24(1-(2,3-dichlorobenzyl)-1H-imidazol-2-yl)methylene)hydrazinyl)-N-(1-methylpiperidin-4-yl)quinazolin-4-amine with IC50 values of 0.031 mu M, 0.015 mu M, 0.53 mu M and 0.58 mu M, which was 4- to 224 times more active than references 10 and Iressa, had emerged as a lead for further structural modifications. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.039

文献信息

• Synthesis and biological evaluation of novel 2-(2-arylmethylene)hydrazinyl-4-aminoquinazoline derivatives as potent antitumor agents
  作者：Nan Jiang、Xin Zhai、Yanfang Zhao、Yajing Liu、Baohui Qi、Haiyan Tao、Ping Gong

  DOI：10.1016/j.ejmech.2012.05.039

  日期：2012.8

  Two series of novel 2-(2-arylmethylene)hydrazinyl-4-aminoquinazoline derivatives were synthesized and evaluated for their cytotoxicity against H-460, HT-29, HepG2 and SGC-7901 cancer cell lines in vitro. Most compounds displayed moderate to excellent activity, with IC50 values ranging from 0.015 to 4.09 mu M against all tested cell lines, respectively. The most promising compound 9p (E)-2-(24(1-(2,3-dichlorobenzyl)-1H-imidazol-2-yl)methylene)hydrazinyl)-N-(1-methylpiperidin-4-yl)quinazolin-4-amine with IC50 values of 0.031 mu M, 0.015 mu M, 0.53 mu M and 0.58 mu M, which was 4- to 224 times more active than references 10 and Iressa, had emerged as a lead for further structural modifications. (C) 2012 Elsevier Masson SAS. All rights reserved.