4-phenyl-piperidine-4-carboxylic acid benzylamide | 94308-71-1

• 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: 4-phenyl-piperidine-4-carboxylic acid benzylamide
• 英文别名: 4-Phenyl-N-(phenylmethyl)-4-piperidinecarboxamide；N-benzyl-4-phenylpiperidine-4-carboxamide
• CAS: 94308-71-1
• 化学式: C₁₉H₂₂N₂O
• 分子量: 294.396
• InChiKey: WXNLONJVBQXMPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenyl-piperidine-4-carboxylic acid benzylamide 在 三氟甲磺酸 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以81%的产率得到4-carbamoyl-4-phenylpiperidine
  参考文献：
  名称：

  Microwave-assisted N-debenzylation of amides with triflic acid

  摘要：

  A new and facile microwave-assisted protocol for the debenzylation of N-benzylamides with triflic acid has been developed. Both secondary and tertiary aliphatic or aromatic amides are obtained in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.022
• 作为产物：
  描述：

  4-benzylcarbamoyl-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以95%的产率得到4-phenyl-piperidine-4-carboxylic acid benzylamide
  参考文献：
  名称：

  Phenylpiperidine-benzoxazinones as urotensin-II receptor antagonists: Synthesis, SAR, and in vivo assessment

  摘要：

  Various 4-phenylpiperidine-benzoxazin-3-ones were synthesized and biologically evaluated as urotensin-II (U-II) receptor antagonists. Compound 12i was identified from in vitro evaluation as a low nanomolar antagonist against both rat and human U-II receptors. This compound showed in vivo efficacy in reversing the ear-flush response induced by U-II in rats. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.092

文献信息

• Heterocyclo inhibitors of potassium channel function
  申请人：——

  公开号：US20040110793A1

  公开（公告）日：2004-06-10

  Novel heterocyclo compounds useful as inhibitors of potassium channel function (especially inhibitors of the K v 1 subfamily of voltage gated K + channels, especially inhibitors K v 1.5 which has been linked to the ultra-rapidly activating delayed rectifier K + current I Kur ), methods of using such compounds in the prevention and treatment of arrhythmia and I Kur -associated conditions, and pharmaceutical compositions containing such compounds.

  新型杂环化合物可用作钾通道功能抑制剂（特别是Kv1亚家族电压门控K+通道的抑制剂，特别是与超快速激活延迟整流K+电流IKur相关的Kv1.5抑制剂），使用这些化合物在预防和治疗心律失常和IKur相关疾病方面的方法，以及含有这些化合物的药物组合物。
• HETEROCYCLO INHIBITORS OF POTASSIUM CHANNEL FUNCTION
  申请人：Lloyd John

  公开号：US20090312307A1

  公开（公告）日：2009-12-17

  Novel heterocyclo compounds useful as inhibitors of potassium channel function (especially inhibitors of the K v 1 subfamily of voltage gated K + channels, especially inhibitors K v 1.5 which has been linked to the ultra-rapidly activating delayed rectifier K + current I Kur ), methods of using such compounds in the prevention and treatment of arrhythmia and I Kur -associated conditions, and pharmaceutical compositions containing such compounds.

  新型杂环化合物，可作为钾通道功能抑制剂使用（特别是Kv1亚家族电压门控K+通道的抑制剂，特别是与超快速激活延迟整流K+电流IKur相关的Kv1.5抑制剂），使用这种化合物预防和治疗心律失常和IKur相关疾病的方法，以及含有这种化合物的制药组合物。
• PROCEDE POUR LA PREPARATION DE LA 4-METHYLAMINO-4-PHENYLPIPERIDINE
  申请人：SANOFI-SYNTHELABO

  公开号：EP1409457A1

  公开（公告）日：2004-04-21
• EP1501467A4
  申请人：——

  公开号：EP1501467A4

  公开（公告）日：2009-08-19
• DERIVES DE THIOPHENE-2-CARBOXAMIDE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：Sanofi-Aventis

  公开号：EP2324015A2

  公开（公告）日：2011-05-25