3-(2-oxo-2-phenylethyl)-1-((2-phenylbenzofuran-3-yl)methyl)-1H-imidazol-3-ium bromide | 1447799-63-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 3-(2-oxo-2-phenylethyl)-1-((2-phenylbenzofuran-3-yl)methyl)-1H-imidazol-3-ium bromide
• 英文别名: 1-Phenyl-2-[3-[(2-phenyl-1-benzofuran-3-yl)methyl]imidazol-3-ium-1-yl]ethanone;bromide；1-phenyl-2-[3-[(2-phenyl-1-benzofuran-3-yl)methyl]imidazol-3-ium-1-yl]ethanone;bromide
• CAS: 1447799-63-4
• 化学式: Br*C₂₆H₂₁N₂O₂
• 分子量: 473.369
• InChiKey: VAKCSAABQAJGAI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-phenylbenzofuran-3-yl)methanol 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 3-(2-oxo-2-phenylethyl)-1-((2-phenylbenzofuran-3-yl)methyl)-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  Synthesis and cytotoxic activities of novel hybrid 2-phenyl-3-alkylbenzofuran and imidazole/triazole compounds

  摘要：

  A series of novel hybrid compounds of 2-phenyl-3-alkylbenzofuran and imidazole or triazole were prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the 2-ethyl-imidazole ring, and substitution of the imidazolyl-3-position with a 2-bromobenzyl or naphthylacyl group, were vital for modulating inhibitory activity. In particular, hybrid compound 31 was found to be the most potent derivative with IC50 values of 0.08-0.55 mu M against five strains human tumor cell lines and was found to be more selective against breast carcinoma (MCF-7) and colon carcinoma (SW480) (IC50 values 40.8-fold and 40.1-fold lower than cisplatin (DDP)). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.001

文献信息

• Synthesis and cytotoxic activities of novel hybrid 2-phenyl-3-alkylbenzofuran and imidazole/triazole compounds
  作者：Wen Chen、Xiao-Yan Deng、Yan Li、Li-Juan Yang、Wei-Chao Wan、Xue-Quan Wang、Hong-Bin Zhang、Xiao-Dong Yang

  DOI：10.1016/j.bmcl.2013.06.001

  日期：2013.8

  A series of novel hybrid compounds of 2-phenyl-3-alkylbenzofuran and imidazole or triazole were prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the 2-ethyl-imidazole ring, and substitution of the imidazolyl-3-position with a 2-bromobenzyl or naphthylacyl group, were vital for modulating inhibitory activity. In particular, hybrid compound 31 was found to be the most potent derivative with IC50 values of 0.08-0.55 mu M against five strains human tumor cell lines and was found to be more selective against breast carcinoma (MCF-7) and colon carcinoma (SW480) (IC50 values 40.8-fold and 40.1-fold lower than cisplatin (DDP)). (C) 2013 Elsevier Ltd. All rights reserved.