[4-(4-Fluoro-phenyl)-piperazin-1-yl]-acetic acid benzyl ester | 486457-27-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [4-(4-Fluoro-phenyl)-piperazin-1-yl]-acetic acid benzyl ester
• 英文别名: benzyl 2-[4-(4-fluorophenyl)piperazin-1-yl]acetate
• CAS: 486457-27-6
• 化学式: C₁₉H₂₁FN₂O₂
• 分子量: 328.386
• InChiKey: UGTOBILEWVUNBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [4-(4-Fluoro-phenyl)-piperazin-1-yl]-acetic acid benzyl ester 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 为溶剂， 以86%的产率得到2-[4-(4-fluorophenyl)piperazin-1-yl]acetic acid
  参考文献：
  名称：

  Arylpiperazines as fatty acid transport protein 1 (FATP1) inhibitors with improved potency and pharmacokinetic properties

  摘要：

  The discovery and optimization of a novel series of FATP1 inhibitors are described. Through the derivatization process, arylpiperazine derivatives 5k and 12a were identified as possessing potent in vitro activity against human and mouse FATP1s as well as excellent pharmacokinetic properties. In vivo evaluation of triglyceride accumulation in the liver, white gastrocnemius muscle and soleus is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.116
• 作为产物：
  描述：

  1-(4-氟苯基)哌嗪 、 2-溴乙酸苄酯 在 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到[4-(4-Fluoro-phenyl)-piperazin-1-yl]-acetic acid benzyl ester
  参考文献：
  名称：

  Arylpiperazines as fatty acid transport protein 1 (FATP1) inhibitors with improved potency and pharmacokinetic properties

  摘要：

  The discovery and optimization of a novel series of FATP1 inhibitors are described. Through the derivatization process, arylpiperazine derivatives 5k and 12a were identified as possessing potent in vitro activity against human and mouse FATP1s as well as excellent pharmacokinetic properties. In vivo evaluation of triglyceride accumulation in the liver, white gastrocnemius muscle and soleus is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.116

文献信息

• Arylpiperazines as fatty acid transport protein 1 (FATP1) inhibitors with improved potency and pharmacokinetic properties
  作者：Tetsuyoshi Matsufuji、Mika Ikeda、Asuka Naito、Masakazu Hirouchi、Shoichi Kanda、Masanori Izumi、Jun Harada、Tsuyoshi Shinozuka

  DOI：10.1016/j.bmcl.2013.02.116

  日期：2013.5

  The discovery and optimization of a novel series of FATP1 inhibitors are described. Through the derivatization process, arylpiperazine derivatives 5k and 12a were identified as possessing potent in vitro activity against human and mouse FATP1s as well as excellent pharmacokinetic properties. In vivo evaluation of triglyceride accumulation in the liver, white gastrocnemius muscle and soleus is also described. (C) 2013 Elsevier Ltd. All rights reserved.