N-phenyl-(4-phenylpiperidine)-1-carboxamide | 4661-63-6

• 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: N-phenyl-(4-phenylpiperidine)-1-carboxamide
• 英文别名: N,4-diphenylpiperidine-1-carboxamide
• CAS: 4661-63-6
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: ICEXJJOWCPLGIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-phenyl-(4-phenylpiperidine)-1-carboxamide 、 2-(4-氯丙氧基)-2-甲基丙酰氯 反应 6.0h， 生成 N-[2-(4-chlorophenoxy)-2-methyl]propionyl-N-phenyl-4-phenylpiperidine-1-carboxamide
  参考文献：
  名称：

  N-Acyl-N-phenyl ureas of piperidine and substituted piperidines endowed with anti-inflammatory and anti-proliferative activities

  摘要：

  Six series of N-acyl-N-phenyl ureas 1-6 of piperidine (1), and 2-ethyl- (2), 3-methyl- (3), 4-methyl- (4), 4-phenyl- (5), cis-2,6-dimethyl- (6) piperidine were synthesised and evaluated for their anti-inflammatory, anaesthetic, anti-pyretic properties. Some derivatives of series 1 and 5 were also assayed for anti-proliferative activity. Several compounds showed an anti-inflammatory activity comparable or slighty inferior to that of indomethacin in rats (1c,d, 2a,b,g,h, 36, 4h, 5d,e). Moreover, an appreciable anti-inflammatory activity was also found in 2c,e, 3e,f,g, 4g, 5a,b,c,f,h, and 6a,b,d. All the compounds were devoid of anti-pyretic activity and only a few of them exhibited a low level of infiltration anaesthesia in mice. Compound 5a showed a broad spectrum anti-cancer activity (at low micromolar concentrations), particulary significant against leukemia subpanel. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01120-x
• 作为产物：
  描述：

  2-甲基-1,3,4-噁二唑 、 异氰酸苯酯 以 二氯甲烷 为溶剂， 反应 2.0h， 以73%的产率得到N-phenyl-(4-phenylpiperidine)-1-carboxamide
  参考文献：
  名称：

  [EN] MONOACYLGLYCEROL LIPASE INHIBITORS FOR MODULATION OF CANNABINOID ACTIVITY
  [FR] INHIBITEURS DE LA MONOACYLGLYCÉROL LIPASE DE MODULATION DE L'ACTIVITÉ CANNABINOÏDE

  摘要：

  揭示了抑制单酰基甘油脂酶（MGL）和脂肪酸酰胺水解酶（FAAH）作用的化合物和组合物，抑制MGL和FAAH的方法，调节大麻素受体的方法，以及治疗与调节大麻素受体相关的各种疾病的方法。

  公开号：

  WO2009052319A1

文献信息

• Methods and Compounds for Modulating Cannabinoid Activity
  申请人：Makriyannis Alexandros

  公开号：US20110071178A1

  公开（公告）日：2011-03-24

  Disclosed are compounds and compositions that inhibit the action of monoacylglycerol lipase (MGL) and fatty acid amide hydrolase (FAAH), methods of inhibiting MGL and FAAH, methods of modulating cannabinoid receptors, and methods of treating various disorders related to the modulation of cannabinoid receptors.

  本文披露了一些抑制单酰基甘油脂肪酶（MGL）和脂肪酸酰胺水解酶（FAAH）作用的化合物和组合物，抑制MGL和FAAH的方法，调节大麻素受体的方法，以及治疗与大麻素受体调节相关的各种疾病的方法。
• MONOACYLGLYCEROL LIPASE INHIBITORS FOR MODULATION OF CANNABINOID ACTIVITY
  申请人：Makriyannis Alexandros

  公开号：US20110039874A1

  公开（公告）日：2011-02-17

  Disclosed are compounds and compositions that inhibit the action of monoacylglycerol lipase (MGL) and fatty acid amide hydrolase (FAAH), methods of inhibiting MGL and FAAH, methods of modulating cannabinoid receptors, and methods of treating various disorders related to the modulation of cannabinoid receptors.

  公开了一种抑制单酰基甘油酯脂肪酶（MGL）和脂肪酸酰胺水解酶（FAAH）作用的化合物和组合物，抑制MGL和FAAH的方法，调节大麻素受体的方法，以及治疗与大麻素受体调节相关的各种疾病的方法。
• METHODS AND COMPOUNDS FOR MODULATING CANNABINOID ACTIVITY
  申请人：NORTHEASTERN UNIVERSITY

  公开号：EP2203058A1

  公开（公告）日：2010-07-07
• [EN] METHODS AND COMPOUNDS FOR MODULATING CANNABINOID ACTIVITY<br/>[FR] PROCÉDÉS ET COMPOSÉS PERMETTANT LA MODULATION DE L'ACTIVITÉ CANNABINOÏDE
  申请人：UNIV NORTHEASTERN

  公开号：WO2009052320A1

  公开（公告）日：2009-04-23

  Disclosed are compounds and compositions that inhibit the action of monoacylglycerol lipase (MGL) and fatty acid amide hydrolase (FAAH), methods of inhibiting MGL and FAAH, methods of modulating cannabinoid receptors, and methods of treating various disorders related to the modulation of cannabinoid receptors.