N-(2-(morpholin-4-yl)phenyl)-2-phenylbutanamide | 791135-58-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-(2-(morpholin-4-yl)phenyl)-2-phenylbutanamide
• 英文别名: N-[2-(morpholin-4-yl)phenyl]-2-phenylbutanamide；N-(2-morpholin-4-ylphenyl)-2-phenylbutanamide
• CAS: 791135-58-5
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: PXKJYBFMSLIJJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 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：

  N-苯基吡啶甲酰胺 在 copper(II) acetate monohydrate 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 乙醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 N-(2-(morpholin-4-yl)phenyl)-2-phenylbutanamide
  参考文献：
  名称：

  Copper-Catalyzed Electrophilic Ortho C(sp²)–H Amination of Aryl Amines: Dramatic Reactivity of Bicyclic System

  摘要：

  A practical copper-catalyzed, 2-picolinamide-directed ortho C-H amination of anilines with benzoyl-protected hydroxylamines has been disclosed that proceeds smoothly without any external stoichiometric oxidant or additives. Remarkably, besides anilines, bicyclic naphthyl or heterocyclic amines furnished amination products with five- and six-membered cyclic and acyclic amines at the ortho position selectively. This electrophilic C-H amination also proceeds smoothly in water under slightly modified reaction conditions.

  DOI：

  10.1021/acs.orglett.9b01546

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.