1,1-dimethylethyl 4-{4-[(3-chloropropyl)oxy]phenyl}-3-oxo-1-piperazinecarboxylate | 921616-62-8

• 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: 1,1-dimethylethyl 4-{4-[(3-chloropropyl)oxy]phenyl}-3-oxo-1-piperazinecarboxylate
• 英文别名: tert-butyl 4-[4-(3-chloropropoxy)phenyl]-3-oxopiperazine-1-carboxylate
• CAS: 921616-62-8
• 化学式: C₁₈H₂₅ClN₂O₄
• 分子量: 368.86
• InChiKey: JZUHHDAETNVMRM-UHFFFAOYSA-N

物化性质

• 沸点：
  567.1±50.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl 4-{4-[(3-chloropropyl)oxy]phenyl}-3-oxo-1-piperazinecarboxylate 、 2-甲基吡咯烷 在 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 24.0h， 生成 1,1-dimethylethyl 4-(4-{[3-(2-methyl-1-pyrrolidinyl)propyl]oxy}phenyl)-3-oxo-1-piperazinecarboxylate
  参考文献：
  名称：

  WO2007/9739

  摘要：

  公开号：
• 作为产物：
  描述：

  1,1-dimethylethyl 4-(4-hydroxyphenyl)-3-oxo-1-piperazinecarboxylate 、 1-溴-3-氯丙烷 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 72.0h， 生成 1,1-dimethylethyl 4-{4-[(3-bromopropyl)oxy]phenyl}-3-oxo-1-piperazinecarboxylate 、 1,1-dimethylethyl 4-{4-[(3-chloropropyl)oxy]phenyl}-3-oxo-1-piperazinecarboxylate
  参考文献：
  名称：

  4-Acyl-1-(4-aminoalkoxyphenyl)-2-ketopiperazines as a Novel Class of Non-Brain-Penetrant Histamine H₃ Receptor Antagonists

  摘要：

  A series of ketopiperazines were prepared and evaluated for their activity as histamine H-3 antagonists. From investigation of the tertiary basic center in the aminopropyloxyphenyl template, the 2(R)-methylpyrrolidine was identified as the most potent amine. In the more rigid piperidineoxyphenyl template the N-cyclobutyl group was the most potent amine. The 4-fluorobenzyol, 4-cyanobenzoyl, and 2,4-difluorobenzoyl groups provided good pharmacokinetic profiles for the various amides. The PSA and log D values of these compounds suggested low brain penetration. The compounds had very high selectivity over other receptors and did not inhibit hepatic cytochrome P450, indicating low drug-drug interaction potential. Compound 22i was identified as the best compound of this series based on its overall profile of high potency, selectivity, low brain penetration, lack of CYP450 inhibition, high oral bioavailability, and pharmacokinetic properties.

  DOI：

  10.1021/jm0708228

文献信息

• Compounds
  申请人：Ancliff Rachael Ann

  公开号：US20080207638A1

  公开（公告）日：2008-08-28

  The present invention relates to compounds of formula (I), and salts thereof, processes for their preparation, to compositions containing them and to their use in the treatment of various disorders, such as allergic rhinitis.

  本发明涉及式（I）的化合物及其盐，其制备方法，包含它们的组合物以及它们在治疗各种疾病，如过敏性鼻炎中的应用。
• Piperazinone Derivatives Useful as Histamine H3 Receptor Antagonists and/or Inverse Agonists
  申请人：Ancliff Rachael Ann

  公开号：US20080275027A1

  公开（公告）日：2008-11-06

  The invention relates to compounds of formula (I) or salts and solvates thereof, processes for their preparation, to compositions containing them and to their use in the treatment of various disorders, such as allergic rhinitis: wherein R 1 and R 2 are as defined in the specification.

  本发明涉及式(I)的化合物或其盐和溶剂化物、其制备方法、含有它们的组合物以及它们在治疗各种疾病（如过敏性鼻炎）中的应用，其中R1和R2如规范中所定义。
• PROCESSES FOR PREPARING (R)-2-METHYLPYRROLIDINE AND (S)-2-METHYLPYRROLIDINE AND TARTRATE SALTS THEREOF
  申请人：Christie Michael

  公开号：US20100121055A1

  公开（公告）日：2010-05-13

  The present invention provides a short, safe, inexpensive, commercially scalable process for preparing (R)- or (S)-2-methylpyrrolidine from 2-methylpyrroline, which does not require the isolation of synthetic intermediates.

  本发明提供了一种从2-甲基吡咯烷制备(R)-或(S)-2-甲基吡咯烷的简短、安全、廉价、商业可扩展的过程，不需要分离合成中间体。
• WO2007/9741
  申请人：——

  公开号：——

  公开（公告）日：——
• COMPOUNDS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1904484A1

  公开（公告）日：2008-04-02