1,3-dicyclohexylimidazolium perchlorate | 1431142-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-dicyclohexylimidazolium perchlorate
• 英文别名: 1,3-dicyclohexylimidazol-1-ium;perchlorate
• CAS: 1431142-90-3
• 化学式: C₁₅H₂₅N₂*ClO₄
• 分子量: 332.827
• InChiKey: XMGNOLPAZMXGDI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.97
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环己胺 在 高氯酸 作用下， 以 neat (no solvent) 为溶剂， 生成 1,3-dicyclohexylimidazolium perchlorate
  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

• Stability and decarbonylation of 1,3-dialkyl-2-formylimidazolium perchlorate in solution
  作者：Hong-Xing Xin、Qi Liu、Hong Yan、Xiu-Qing Song

  DOI：10.1139/cjc-2012-0497

  日期：2013.6

  The stability of 1,3-dialkyl-2-formylimidazolium perchlorate 1 in solution was studied in detail and found to be related to its structure and the solvent character and temperature. 1 was stable in common solvents at room temperature and unstable in protic solvents under reflux. In protic solvents, such as H₂O, MeOH, EtOH, and AcOH, 1 decarbonylated into 1,3-dialkylimidazole perchlorates 2, which was confirmed by ¹H NMR, ¹³C NMR, HRMS, and X-ray spectroscopy. The decarbonylation of 1 was proposed to occur via its hemiacetal formed by the addition of solvents based on the tracking NMR spectra of 1 in deuterated reagents.

  1,3-二烷基-2-甲酰基咪唑季铵高氯酸盐1在溶液中的稳定性与其结构、溶剂性质和温度有关。在常见溶剂中，1在室温下稳定，在质子溶剂中则在回流条件下不稳定。在质子溶剂（如H₂O、MeOH、EtOH和AcOH）中，1脱羰基成为1,3-二烷基咪唑高氯酸盐2，这通过1H NMR、13C NMR、HRMS和X射线光谱得到了证实。根据在氘代试剂中追踪NMR光谱，推测1的脱羰基是通过加入溶剂形成的半缩醛发生的。