Benzenamine, N,N'-1,2-ethanediylidenebis[3,5-bis(trifluoromethyl)- | 497841-81-3

• 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: Benzenamine, N,N'-1,2-ethanediylidenebis[3,5-bis(trifluoromethyl)-
• 英文别名: N,N'-bis[3,5-bis(trifluoromethyl)phenyl]ethane-1,2-diimine
• CAS: 497841-81-3
• 化学式: C₁₈H₈F₁₂N₂
• 分子量: 480.256
• InChiKey: RLMUZXDLEVKUBA-UHFFFAOYSA-N

物化性质

• 熔点：
  223.4-224.6 °C
• 沸点：
  371.4±52.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  Benzenamine, N,N'-1,2-ethanediylidenebis[3,5-bis(trifluoromethyl)- 在 高氯酸 、 溶剂黄146 作用下， 以31%的产率得到1,3-bis(3,5-bis(trifluoromethyl)phenyl)imidazolium perchlorate
  参考文献：
  名称：

  1,4-二氮杂丁二烯与高氯酸反应的启示：一种合成高氯咪唑鎓的方法

  摘要：

  详细研究了1,4-二氮杂丁二烯1与HClO 4的反应。获得的最终产物不是1的氢高氯酸盐，而是2或3的咪唑鎓高氯酸盐。根据中间体2-亚氨基甲基咪唑鎓盐4的分离，推测可能的反应过程。就N-取代基的电子和空间效应，讨论了影响4转化为高氯咪唑2和3的因素。该反应可以用作合成咪唑鎓衍生物的方法。

  DOI：

  10.1002/jhet.1847
• 作为产物：
  描述：

  乙二醛三聚物二水合物 、 间二(三氟甲基)苯胺 以 neat (no solvent) 为溶剂， 生成 Benzenamine, N,N'-1,2-ethanediylidenebis[3,5-bis(trifluoromethyl)-
  参考文献：
  名称：

  Synthesis, Antitumor Activity, and Docking Study of 1,3-Disubstituted Imidazolium Derivatives

  摘要：

  A series of 1,3-disubstituted imidazolium salts were synthesized through a convenient synthetic approach based on the reaction of 1,4-diazabuta-1,3-dienes with HClO4. Their antitumor activity was evaluated in vitro against a number of human cancer cells. 1,3-Bis[(3,5-bis(trifluoromethyl)phenyl]imidazolium perchlorate turned out to be the most active against A549 and MCF-7 cancer cell lines with IC50 values of 5.24 and 4.21 mu M, respectively. The results of structure-activity relationship study indicated that substituents on the imidazole derivatives play an important role in their cytotoxic activities. Finally, molecular docking of some tested compounds was carried out in order to investigate their binding pattern with the CDK2.

  DOI：

  10.1134/s1070363217120489

文献信息

• Synthesis of 1,4-Diazabutadienes (=N,N′-Ethane-1,2-diylidenebis[amines]) by Grinding
  作者：Jingyu He、Hongxing Xin、Hong Yan、Xiuqing Song、Rugang Zhong

  DOI：10.1002/hlca.201000155

  日期：2011.1

  A simple and convenient method for the synthesis of 1,4‐diazabutadienes (=N,N′‐ethane‐1,2‐diylidenebis[amines]) by grinding glyoxal (=ethanedial) or an α‐diketone and anilines (=benzenamines) in the presence of TsOH in a mortar with a pestle is described. By this way, 1,4‐diazabutadienes were obtained in good to excellent yields.

  通过研磨乙二醛（乙二醛）或α-二酮和苯胺（=苯甲胺）来合成1,4-二氮杂丁二烯（= N，N'-乙烷-1,2-二亚乙基双[胺]）的简单便捷方法描述了在有杵的研钵中在TsOH的存在下进行的方法。通过这种方法，可以很好地获得优异的1,4-二氮杂丁二烯。
• Synthesis, Antitumor Activity, and Docking Study of 1,3-Disubstituted Imidazolium Derivatives
  作者：Q. W. Fan、Q. D. Zhong、H. Yan

  DOI：10.1134/s1070363217120489

  日期：2017.12

  A series of 1,3-disubstituted imidazolium salts were synthesized through a convenient synthetic approach based on the reaction of 1,4-diazabuta-1,3-dienes with HClO4. Their antitumor activity was evaluated in vitro against a number of human cancer cells. 1,3-Bis[(3,5-bis(trifluoromethyl)phenyl]imidazolium perchlorate turned out to be the most active against A549 and MCF-7 cancer cell lines with IC50 values of 5.24 and 4.21 mu M, respectively. The results of structure-activity relationship study indicated that substituents on the imidazole derivatives play an important role in their cytotoxic activities. Finally, molecular docking of some tested compounds was carried out in order to investigate their binding pattern with the CDK2.
• Revelation from the Reaction of 1,4-Diazabutadiene with Perchloric Acid: An Approach to the Synthesis of Imidazolium Perchlorates
  作者：Hongxing Xin、Xiaohe Zhu、Hong Yan、Xiuqing Song

  DOI：10.1002/jhet.1847

  日期：2016.9

  The reactions of 1,4‐diazabutadienes 1 with HClO4 were studied in detail. The final products obtained were not the hydroperchlorates of 1 but imidazolium perchlorates 2 or 3. A possible reaction process is postulated on the basis of the isolation of the intermediate 2‐iminomethylimidazolium salt 4. The factors influencing the conversion of 4 to the imidazolium perchlorates 2 and 3 were discussed with

  详细研究了1,4-二氮杂丁二烯1与HClO 4的反应。获得的最终产物不是1的氢高氯酸盐，而是2或3的咪唑鎓高氯酸盐。根据中间体2-亚氨基甲基咪唑鎓盐4的分离，推测可能的反应过程。就N-取代基的电子和空间效应，讨论了影响4转化为高氯咪唑2和3的因素。该反应可以用作合成咪唑鎓衍生物的方法。