(E)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-4-styrylbenzamide | 1239713-03-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-4-styrylbenzamide
• 英文别名: (E)-4-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-4-styrylbenzamide；N-(2-imidazol-1-yl-2-phenylethyl)-4-[(E)-2-phenylethenyl]benzamide
• CAS: 1239713-03-1
• 化学式: C₂₆H₂₃N₃O
• 分子量: 393.488
• InChiKey: YIBVZVMKYAKPQY-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  咪唑 、 (E)-5-phenyl-2-(4-styrylphenyl)-4,5-dihydro-1,3-oxazole 以 醋酸异丙酯 为溶剂， 反应 24.0h， 以16%的产率得到(E)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-4-styrylbenzamide
  参考文献：
  名称：

  Synthesis and CYP24A1 inhibitory activity of N-(2-(1H-imidazol-1-yl)-2-phenylethyl)arylamides

  摘要：

  A series of N-(2-(1H-imidazol-1-yl)-2-phenylethyl)arylamides were prepared, using an efficient three-to five-step synthesis, and evaluated for their inhibitory activity against human cytochrome P450C24A1 (CYP24A1) hydroxylase. Inhibition ranged from IC50 0.3-72 mu M compared with the standard ketoconazole IC50 0.52 mu M, with the styryl derivative (11c) displaying enhanced activity (IC50 = 0.3 mu M) compared with the standard, providing a useful preliminary lead for drug development. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.011

文献信息

• Synthesis and CYP24A1 inhibitory activity of N-(2-(1H-imidazol-1-yl)-2-phenylethyl)arylamides
  作者：Ahmed S. Aboraia、Sook Wah Yee、Mohamed Sayed Gomaa、Nikhil Shah、Anna C. Robotham、Bart Makowski、David Prosser、Andrea Brancale、Glenville Jones、Claire Simons

  DOI：10.1016/j.bmc.2010.06.011

  日期：2010.7

  A series of N-(2-(1H-imidazol-1-yl)-2-phenylethyl)arylamides were prepared, using an efficient three-to five-step synthesis, and evaluated for their inhibitory activity against human cytochrome P450C24A1 (CYP24A1) hydroxylase. Inhibition ranged from IC50 0.3-72 mu M compared with the standard ketoconazole IC50 0.52 mu M, with the styryl derivative (11c) displaying enhanced activity (IC50 = 0.3 mu M) compared with the standard, providing a useful preliminary lead for drug development. (C) 2010 Elsevier Ltd. All rights reserved.