2-(6-(2,3,4,5,6-pentafluorophenyl)-3(Z)-hexen-1,5-diynyl)aniline | 1023306-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(6-(2,3,4,5,6-pentafluorophenyl)-3(Z)-hexen-1,5-diynyl)aniline
• 英文别名: 2-[(Z)-6-(2,3,4,5,6-pentafluorophenyl)hex-3-en-1,5-diynyl]aniline
• CAS: 1023306-59-3
• 化学式: C₁₈H₈F₅N
• 分子量: 333.26
• InChiKey: JVPLDIVSKCIRML-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(6-trimethylsilyl-3(Z)-hexen-1,5-diynyl)aniline 、 2,3,4,5,6-五氟碘苯 在 copper(l) iodide 、 四(三苯基膦)钯 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以35%的产率得到2-(6-(2,3,4,5,6-pentafluorophenyl)-3(Z)-hexen-1,5-diynyl)aniline
  参考文献：
  名称：

  2-(6-Aryl-3(Z)-hexen-1,5-diynyl)anilines as a New Class of Potent Antitubulin Agents

  摘要：

  Compounds 2a-h and 6 displayed significant GI(50) values of 10(-7)-10(-6) M against various cancer cell lines. Of these compounds, 2-(6-(2-trifluoromethylphenyl))-3(Z)-hexen-1,5-diynyl)aniline (2c) showed the most potent growth inhibition activity. Compound 2c also arrested cancer cells in the G2/M phase and in low concentration reduced a significant percentage of MDA-MB-231/ATCC breast cancer tetraploid cells. In addition to the G2/M block, compound 2c caused microtubule depolymerization and induced apoptosis via activation of the caspase family.

  DOI：

  10.1021/jm070820n

文献信息

• 2-(6-Aryl-3(<i>Z</i>)-hexen-1,5-diynyl)anilines as a New Class of Potent Antitubulin Agents
  作者：Yu-Hsiang Lo、Ching-Chih Lin、Chi-Fong Lin、Ying-Ting Lin、Tsai-Hui Duh、Yi-Ren Hong、Sheng-Huei Yang、Shinne-Ren Lin、Shyh-Chyun Yang、Long-Sen Chang、Ming-Jung Wu

  DOI：10.1021/jm070820n

  日期：2008.5.1

  Compounds 2a-h and 6 displayed significant GI(50) values of 10(-7)-10(-6) M against various cancer cell lines. Of these compounds, 2-(6-(2-trifluoromethylphenyl))-3(Z)-hexen-1,5-diynyl)aniline (2c) showed the most potent growth inhibition activity. Compound 2c also arrested cancer cells in the G2/M phase and in low concentration reduced a significant percentage of MDA-MB-231/ATCC breast cancer tetraploid cells. In addition to the G2/M block, compound 2c caused microtubule depolymerization and induced apoptosis via activation of the caspase family.