1-((benzofuran-2-yl)methyl)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-methyl-1H-imidazol-3-ium bromide | 1454785-32-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((benzofuran-2-yl)methyl)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-methyl-1H-imidazol-3-ium bromide
• 英文别名: 2-[3-(1-Benzofuran-2-ylmethyl)-2-methylimidazol-1-ium-1-yl]-1-(4-methoxyphenyl)ethanone;bromide；2-[3-(1-benzofuran-2-ylmethyl)-2-methylimidazol-1-ium-1-yl]-1-(4-methoxyphenyl)ethanone;bromide
• CAS: 1454785-32-0
• 化学式: Br*C₂₂H₂₁N₂O₃
• 分子量: 441.324
• InChiKey: DWKNGGVIBQLESR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯并呋喃甲醇 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 1-((benzofuran-2-yl)methyl)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-methyl-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  Synthesis and cytotoxic activity of novel hybrid compounds between 2-alkylbenzofuran and imidazole

  摘要：

  A series of novel hybrid compounds between 2-alkylbenzofuran and imidazole has been prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the existence of 2-methyl-imidazole or 2-ethyl-imidazole ring and substitution of the imidazolyl-3-position with a naphthylacyl or methoxyphenacyl group were vital for modulating cytotoxic activity. In particular, hybrid compound 29 was found to be the most potent compound against five strains human tumor cell lines and more active than cisplatin (DDP), while hybrid compound 26 was more selective toward colon carcinoma (SW480) and breast carcinoma (MCF-7) with IC50 value 44.0- and 36.8-fold more sensitive to DDP.

  DOI：

  10.1007/s00044-013-0760-8

文献信息

• Synthesis and cytotoxic activity of novel hybrid compounds between 2-alkylbenzofuran and imidazole
  作者：Wei-Chao Wan、Wen Chen、Lan-Xiang Liu、Yan Li、Li-Juan Yang、Xiao-Yan Deng、Hong-Bin Zhang、Xiao-Dong Yang

  DOI：10.1007/s00044-013-0760-8

  日期：2014.3

  A series of novel hybrid compounds between 2-alkylbenzofuran and imidazole has been prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the existence of 2-methyl-imidazole or 2-ethyl-imidazole ring and substitution of the imidazolyl-3-position with a naphthylacyl or methoxyphenacyl group were vital for modulating cytotoxic activity. In particular, hybrid compound 29 was found to be the most potent compound against five strains human tumor cell lines and more active than cisplatin (DDP), while hybrid compound 26 was more selective toward colon carcinoma (SW480) and breast carcinoma (MCF-7) with IC50 value 44.0- and 36.8-fold more sensitive to DDP.