2-(3-甲氧基苯基)-N-(2-(吡咯烷-1-基)苯基)乙酰胺 | 1007749-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 2-(3-甲氧基苯基)-N-(2-(吡咯烷-1-基)苯基)乙酰胺
• 英文名称: 2-(3-methoxyphenyl)-N-(2-(pyrrolidin-1-yl)phenyl)acetamide
• 英文别名: 2-(3-Methoxyphenyl)-N-[2-(pyrrolidin-1-YL)phenyl]acetamide；2-(3-methoxyphenyl)-N-(2-pyrrolidin-1-ylphenyl)acetamide
• CAS: 1007749-80-5
• 化学式: C₁₉H₂₂N₂O₂
• 分子量: 310.396
• InChiKey: JSCOQLMZWXEAQV-UHFFFAOYSA-N

物化性质

• 沸点：
  532.0±40.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
• 溶解度：
  43.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基苯乙酸 、 2-吡咯啉-1-基苯胺 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(3-甲氧基苯基)-N-(2-(吡咯烷-1-基)苯基)乙酰胺
  参考文献：
  名称：

  Discovery of a Series of 2-Phenyl-N-(2-(pyrrolidin-1-yl)phenyl)acetamides as Novel Molecular Switches that Modulate Modes of K_v7.2 (KCNQ2) Channel Pharmacology: Identification of (S)-2-Phenyl-N-(2-(pyrrolidin-1-yl)phenyl)butanamide (ML252) as a Potent, Brain Penetrant K_v7.2 Channel Inhibitor

  摘要：

  A potent and selective inhibitor of KCNQ2, (S)-5 (ML252, IC50 = 69 nM), was discovered after a high-throughput screen of the MLPCN library was performed. SAR studies revealed a small structural change (ethyl group to hydrogen) caused a functional shift from antagonist to agonist activity (37, EC50 = 170 nM), suggesting an interaction at a critical site for controlling gating of KCNQ2 channels.

  DOI：

  10.1021/jm300700v

文献信息

• Discovery of a Series of 2-Phenyl-<i>N</i>-(2-(pyrrolidin-1-yl)phenyl)acetamides as Novel Molecular Switches that Modulate Modes of K_v7.2 (KCNQ2) Channel Pharmacology: Identification of (<i>S</i>)-2-Phenyl-<i>N</i>-(2-(pyrrolidin-1-yl)phenyl)butanamide (ML252) as a Potent, Brain Penetrant K_v7.2 Channel Inhibitor
  作者：Yiu-Yin Cheung、Haibo Yu、Kaiping Xu、Beiyan Zou、Meng Wu、Owen B. McManus、Min Li、Craig W. Lindsley、Corey R. Hopkins

  DOI：10.1021/jm300700v

  日期：2012.8.9

  A potent and selective inhibitor of KCNQ2, (S)-5 (ML252, IC50 = 69 nM), was discovered after a high-throughput screen of the MLPCN library was performed. SAR studies revealed a small structural change (ethyl group to hydrogen) caused a functional shift from antagonist to agonist activity (37, EC50 = 170 nM), suggesting an interaction at a critical site for controlling gating of KCNQ2 channels.