N-isopropyl-4-(2,2,2-trifluoroacetyl)benzenecarboxamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-isopropyl-4-(2,2,2-trifluoroacetyl)benzenecarboxamide
• 英文别名: N-propan-2-yl-4-(2,2,2-trifluoroacetyl)benzamide
• 化学式: C₁₂H₁₂F₃NO₂
• 分子量: 259.228
• InChiKey: WPDALFQFYZMZCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2,2,2-三氟乙酰)苯甲酸 、 异丙胺 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-isopropyl-4-(2,2,2-trifluoroacetyl)benzenecarboxamide
  参考文献：
  名称：

  Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors

  摘要：

  A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.023

文献信息

• Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors
  作者：David M. Wallace、Masayuki Haramura、Jie-Fei Cheng、Thomas Arrhenius、Alex M. Nadzan

  DOI：10.1016/j.bmcl.2006.09.023

  日期：2007.2

  A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction. (c) 2006 Elsevier Ltd. All rights reserved.