1-mesityl-3-(2-naphthoylmethyl)-1H-imidazolium bromide | 919281-59-7

• 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-mesityl-3-(2-naphthoylmethyl)-1H-imidazolium bromide
• 英文别名: 1-Naphthalen-2-yl-2-[3-(2,4,6-trimethylphenyl)imidazol-1-ium-1-yl]ethanone;bromide
• CAS: 919281-59-7
• 化学式: Br*C₂₄H₂₃N₂O
• 分子量: 435.363
• InChiKey: OGSZMKGOHFQADG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2,4,6-三甲基苯基)-咪唑 、 2-溴代-2-乙酰基萘 以 甲苯 为溶剂， 以99%的产率得到1-mesityl-3-(2-naphthoylmethyl)-1H-imidazolium bromide
  参考文献：
  名称：

  Synthesis and cytotoxic activities of novel phenacylimidazolium bromides

  摘要：

  A series of novel phenacylimidazolium derivatives, bearing an aryl or alkyl substituent at position-1 and a phenacyl substituent at position-3 of the imidazole ring, has been prepared and evaluated in vitro against a panel of human tumor cell lines. Phenacylimidazolium bromides bearing a highly sterically hindered aryl group at position-1 and an electron-rich phenacyl or naphthylacyl substituent at position-3 of imidazole ring proved to be more active than imidazolium bromides with other substituted groups. In particular, compound 5j was found to be the most potent compounds with IC50 values lower than 5.0 mu M against 8 strains human tumor cell lines and more active than cisplatin (DDP). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.065

文献信息

• Synthesis and antitumor activity of 1-mesityl-3-(2-naphthoylmethano)-1H-imidazolium bromide
  作者：Xianghui Zeng、Xiaodong Yang、Yanli Zhang、Chen Qing、Hongbin Zhang

  DOI：10.1016/j.bmcl.2010.01.163

  日期：2010.3

  An imidazolium salt, 1-mesityl-3-(2-naphthoylmethano)-1H-imidazolium bromide (MNIB), has been investigated for its antitumor properties. In vitro studies demonstrate that MNIB is active against K562, SMMC-7721, EJ, AGZY, HEP-2, A549, HepG2, and Raji tumor cells, and can induce the G1 phase cell cycle arrest and apoptosis in K562 cells. Moreover, administration of MNIB significantly inhibited tumor growth in human non-small lung tumor (A549) xenografts. (C) 2010 Elsevier Ltd. All rights reserved.