3-(3,5-Bis-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester | 1060807-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-(3,5-Bis-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 3-[3,5-bis(trifluoromethyl)phenyl]piperazine-1-carboxylate
• CAS: 1060807-74-0
• 化学式: C₁₇H₂₀F₆N₂O₂
• 分子量: 398.348
• InChiKey: OZDUJFBAPQIGIP-UHFFFAOYSA-N

物化性质

• 沸点：
  353.1±42.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  三光气 、 1,1-dimethylethyl (3S)-3-(4-fluoro-2-methylphenyl)-1-piperazinecarboxylate 、 3-(3,5-Bis-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester 在 三乙胺 作用下， 反应 1.0h， 以40%的产率得到tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-4-((S)-4-(tert-butoxycarbonyl)-2-(4-fluoro-2-methylphenyl)piperazine-1-carbonyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

  摘要：

  A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.078
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-(3,5-Bis(trifluoromethyl)phenyl)piperazine 在 三乙胺 作用下， 反应 0.5h， 以100%的产率得到3-(3,5-Bis-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

  摘要：

  A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.078

文献信息

• Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists
  作者：Fabio M. Sabbatini、Romano Di Fabio、Cristiana Griffante、Giorgio Pentassuglia、Laura Zonzini、Sergio Melotto、Giuseppe Alvaro、Anna M. Capelli、Lara Pippo、Elisabetta Perdona’、Yves St. Denis、Silvano Costa、Mauro Corsi

  DOI：10.1016/j.bmcl.2009.11.078

  日期：2010.1

  A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model. (C) 2009 Elsevier Ltd. All rights reserved.