1-(tert-butoxycarbonyl)-3-(4-methylphenyl)piperidine-4-carboxylic acid | 916423-51-3

• 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: 1-(tert-butoxycarbonyl)-3-(4-methylphenyl)piperidine-4-carboxylic acid
• 英文别名: 1-(1,1-Dimethylethyl) 3-(4-methylphenyl)-1,4-piperidinedicarboxylate；3-(4-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid
• CAS: 916423-51-3
• 化学式: C₁₈H₂₅NO₄
• 分子量: 319.401
• InChiKey: DPTVHCSZDTUOBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(tert-butoxycarbonyl)-3-(4-methylphenyl)piperidine-4-carboxylic acid 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (3RS,4RS)-1-[(1-acetylpiperidin-4-yl)carbonyl]-N-[3,5-bis(trifluoromethyl)benzyl]-N-methyl-3-(4-methylphenyl)piperidine-4-carboxamide
  参考文献：
  名称：

  Novel 3-phenylpiperidine-4-carboxamides as highly potent and orally long-acting neurokinin-1 receptor antagonists with reduced CYP3A induction

  摘要：

  The synthesis and biological evaluation of a series of novel 3-phenylpiperidine-4-carboxamide derivatives are described. These compounds are generated by hybridization of the substructures from two types of tachykinin NK1 receptor antagonists. Compound 42 showed high metabolic stability and excellent efficacy in the guinea-pig GR-73637-induced locomotive activity assay at 1 and 24 h after oral administration. It also exhibited good pharmacokinetic profiles in four animal species, and a low potential in a pregnane X receptor induction assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.048
• 作为产物：
  描述：

  在 水 、 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 ethyl acetete 、 水 为溶剂， 反应 2.0h， 生成 1-(tert-butoxycarbonyl)-3-(4-methylphenyl)piperidine-4-carboxylic acid
  参考文献：
  名称：

  Novel 3-phenylpiperidine-4-carboxamides as highly potent and orally long-acting neurokinin-1 receptor antagonists with reduced CYP3A induction

  摘要：

  The synthesis and biological evaluation of a series of novel 3-phenylpiperidine-4-carboxamide derivatives are described. These compounds are generated by hybridization of the substructures from two types of tachykinin NK1 receptor antagonists. Compound 42 showed high metabolic stability and excellent efficacy in the guinea-pig GR-73637-induced locomotive activity assay at 1 and 24 h after oral administration. It also exhibited good pharmacokinetic profiles in four animal species, and a low potential in a pregnane X receptor induction assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.048