4-(N-methyl-2-phenylethyl)amino-1-(4-nitrobenzoyl)piperidine | 167621-27-4

• 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: 4-(N-methyl-2-phenylethyl)amino-1-(4-nitrobenzoyl)piperidine
• 英文别名: [4-[Methyl(2-phenylethyl)amino]piperidin-1-yl]-(4-nitrophenyl)methanone
• CAS: 167621-27-4
• 化学式: C₂₁H₂₅N₃O₃
• 分子量: 367.448
• InChiKey: HZUWYQAXZZLYFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(N-methyl-2-phenylethyl)amino-1-(4-nitrobenzoyl)piperidine 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 4-(N-methyl-2-phenylethyl)amino-1-(4-propionylamino)benzoylpiperidine
  参考文献：
  名称：

  Novel Selective Hindlimb Vasodilators:  Synthesis and Biological Activity of 1-Acyl-4-aminopiperidine Derivatives

  摘要：

  A series of 6-(4-amino-1-piperidinyl)carbonyl-2(1H)-quinolinones, and their open form derivatives, were synthesized and evaluated for their ability to stimulate femoral artery blood flow (FBF) in the canine hindlimb. All members of this series stimulated FBF, and subsequent experiments revealed that selected members of this series produced minimal changes in coronary blood flow or systemic blood pressure. Compound 25 was the most promising agent in this respect, and clinical trials are now ongoing to evaluate the effectiveness of this drug as a novel treatment for intermittent claudication and Raynaud's phenomenon.

  DOI：

  10.1021/jm020597o
• 作为产物：
  描述：

  1-benzyl-N-phenethylpiperidin-4-amine 在 甲酸 、 水 、 potassium carbonate 作用下， 以 水 、 丙酮 为溶剂， 40.0~50.0 ℃ 、101.33 kPa 条件下， 反应 4.5h， 生成 4-(N-methyl-2-phenylethyl)amino-1-(4-nitrobenzoyl)piperidine
  参考文献：
  名称：

  Novel Selective Hindlimb Vasodilators:  Synthesis and Biological Activity of 1-Acyl-4-aminopiperidine Derivatives

  摘要：

  A series of 6-(4-amino-1-piperidinyl)carbonyl-2(1H)-quinolinones, and their open form derivatives, were synthesized and evaluated for their ability to stimulate femoral artery blood flow (FBF) in the canine hindlimb. All members of this series stimulated FBF, and subsequent experiments revealed that selected members of this series produced minimal changes in coronary blood flow or systemic blood pressure. Compound 25 was the most promising agent in this respect, and clinical trials are now ongoing to evaluate the effectiveness of this drug as a novel treatment for intermittent claudication and Raynaud's phenomenon.

  DOI：

  10.1021/jm020597o