3-(4-oxo-1-piperidinyl)-benzonitrile | 250718-98-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(4-oxo-1-piperidinyl)-benzonitrile
• 英文别名: 1-(3-cyanophenyl)-4-piperidone；3-(4-Oxopiperidin-1-yl)benzonitrile
• CAS: 250718-98-0
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: KTFDPROGJLISAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-oxo-1-piperidinyl)-benzonitrile 在 titanium(IV) isopropylate 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 1-[1-(3-Cyano-phenyl)-piperidin-4-yl]-3-(4-fluoro-3-trifluoromethyl-phenyl)-1-(2-pyrrolidin-1-yl-ethyl)-urea
  参考文献：
  名称：

  Bicyclic[4.1.0]heptanes as phenyl replacements for melanin concentrating hormone receptor antagonists

  摘要：

  Melanin concentrating hormone (MCH) receptor antagonists have been proposed as potential treatments of obesity. MCH receptor antagonists with a biphenylamine subunit have been reported previously at Schering-Plough. Herein, we report the discovery of bicyclo[4.1.0]heptanes as replacements for the middle phenyl ring of the biphenylamine moiety, in order to eliminate its potential mutagenic liability. Structure-activity relationships in this series were found to be very similar to those of the original biphenylamine series, suggesting that the two series have similar binding modes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.046
• 作为产物：
  描述：

  N-苄基哌啶酮 在 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 3.75h， 生成 3-(4-oxo-1-piperidinyl)-benzonitrile
  参考文献：
  名称：

  A Convenient Synthesis to N-Aryl-Substituted 4-Piperidones

  摘要：

  [GRAPHICS]A general and efficient procedure for the synthesis of N-aryl-substituted 4-piperidones was developed. The general methodology was applied to the synthesis of several different N-aryl-4-piperidones utilizing an expedient two-step process.

  DOI：

  10.1021/ol990930r

文献信息

• Synthesis of 2,3‐Dihydro‐4‐pyridones, 4‐Quinolones, and 2,3‐Dihydro‐4‐azocinones by Visible‐Light Photocatalytic Aerobic Dehydrogenation
  作者：Adrian Sevenich、Paulina Sophie Mark、Torsten Behrendt、Jonathan Groß、Till Opatz

  DOI：10.1002/ejoc.201900584

  日期：2020.3.15

  A protocol for the synthesis of three types of N‐heterocycles was developed. Cyclic enaminones were prepared under eco‐friendly conditions by photocatalytic dehydrogenation using rhodamine 6G as inexpensive photocatalyst and oxygen as the terminal oxidant. The method was extended to access azocinones by a [2+2] cycloaddition/ring‐expansion sequence in a one‐pot procedure.

  已开发出用于合成三种类型的N-杂环的协议。环烯胺酮是在环境友好的条件下通过使用罗丹明6G作为廉价的光催化剂并使用氧气作为末端氧化剂进行光催化脱氢制备的。通过一锅法中的[2 + 2]环加成/扩环序列，将该方法扩展为可使用偶氮酮。
• ANTIDEPRESSANT HETEROCYCLIC COMPOUNDS
  申请人：Bristol-Myers Squibb Company

  公开号：EP1146871A1

  公开（公告）日：2001-10-24
• EP1146871A4
  申请人：——

  公开号：EP1146871A4

  公开（公告）日：2002-04-17
• US6225324B1
  申请人：——

  公开号：US6225324B1

  公开（公告）日：2001-05-01
• [EN] ANTIDEPRESSANT HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSES ANTIDEPRESSEURS HETEROCYCLIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2000044376A1

  公开（公告）日：2000-08-03

  Compounds of formula (I) are useful antidepressant agents demonstrating potent inhibition of 5-HT reuptake. Z is selected from among various phenyl and hetaryl moieties while Y is benzyl or indolyl.