N-(4-benzoylphenyl)-piperidin-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)-piperidin-2-one
• 英文别名: 1-(4-Benzoylphenyl)piperidin-2-one
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: SUULMXFSFASHBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  哌啶酮 、 4-溴苯甲酰苯 在 palladium diacetate 1,1'-bis(diphenylphosphino)ferrocene 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以89%的产率得到N-(4-benzoylphenyl)-piperidin-2-one
  参考文献：
  名称：

  Palladium-catalyzed coupling of lactams with bromobenzenes

  摘要：

  An efficient method for the coupling of lactams with bromobenzenes mediated by palladium acetate and DPPF is presented. The reaction proceeds efficiently with a variety of lactams and both electron-rich and poor substituted bromobenzenes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00086-6

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.
• Palladium-catalyzed coupling of lactams with bromobenzenes
  作者：William C. Shakespeare

  DOI：10.1016/s0040-4039(99)00086-6

  日期：1999.3

  An efficient method for the coupling of lactams with bromobenzenes mediated by palladium acetate and DPPF is presented. The reaction proceeds efficiently with a variety of lactams and both electron-rich and poor substituted bromobenzenes. (C) 1999 Elsevier Science Ltd. All rights reserved.