N-(4-Benzoylphenyl)-3,3-dimethylpyrrolidin-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Benzoylphenyl)-3,3-dimethylpyrrolidin-2-one
• 英文别名: 1-(4-Benzoylphenyl)-3,3-dimethylpyrrolidin-2-one
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: ZJJGRLXFHCUYCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-甲基-γ-丁内酯 在 三甲基铝 、 三苯基膦 、 lithium diisopropyl amide 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 99.5h， 生成 N-(4-Benzoylphenyl)-3,3-dimethylpyrrolidin-2-one
  参考文献：
  名称：

  N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers

  摘要：

  Based on the most stable conformation of ZD6169, a series of N-arylated derivatives of oxazolidindione (2), morpholin-3-one (3-5), piperidin-2-one (6), and pyrrolidin-2-one (7-13) was synthesized and evaluated for potassium channel opening activity. In the in-vitro assays, N-(4-benzoylphenyl)-piperidin-2-one (6) and N-(4-benzoylphenyl)-3,3-dimethyl-pyrrolidin-2-one (9) demonstrated potent and selective relaxant activity at the bladder detrusor muscle [IC50, bladder = 7.4 and 6.7 muM, respectively; IC50 ratio (portal vein/bladder) = 41 and 51, respectively]. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00171-2

文献信息

• N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers
  作者：P Liang

  DOI：10.1016/s0968-0896(02)00171-2

  日期：2002.10

  Based on the most stable conformation of ZD6169, a series of N-arylated derivatives of oxazolidindione (2), morpholin-3-one (3-5), piperidin-2-one (6), and pyrrolidin-2-one (7-13) was synthesized and evaluated for potassium channel opening activity. In the in-vitro assays, N-(4-benzoylphenyl)-piperidin-2-one (6) and N-(4-benzoylphenyl)-3,3-dimethyl-pyrrolidin-2-one (9) demonstrated potent and selective relaxant activity at the bladder detrusor muscle [IC50, bladder = 7.4 and 6.7 muM, respectively; IC50 ratio (portal vein/bladder) = 41 and 51, respectively]. (C) 2002 Elsevier Science Ltd. All rights reserved.