1-(4-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazin-1-yl)-2-phenylpropan-2-ol

• 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: 1-(4-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazin-1-yl)-2-phenylpropan-2-ol
• 英文别名: 1-[4-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazin-1-yl]-2-phenylpropan-2-ol
• 化学式: C₂₈H₃₂F₂N₂O₂
• 分子量: 466.571
• InChiKey: OHPAOOGXAIKXAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  DL-阿卓乳酸半水物 在 吡啶 、 lithium aluminium tetrahydride 、 sodium carbonate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 反应 2.0h， 生成 1-(4-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazin-1-yl)-2-phenylpropan-2-ol
  参考文献：
  名称：

  A concise synthesis of (S)-(+)-1-(4-{2-[bis-(4-fluorophenyl)methoxy]-ethyl}piperazin-1-yl)-2-phenylpropan-2-ol dimaleate

  摘要：

  (S)-(+)-1-(4-{2-[Bis-(4-fluorophenyl)methoxy]-ethyl}piperazin-1-yl)-2-phenylpropan-2-ol dimaleate was prepared in several steps from (S)-(+)-atrolactic acid by a process permitting synthesis of multigram quantities. With the information provided by asymmetric synthesis, the X-ray crystal structure was solved. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2003.05.001

文献信息

• Synthesis and dopamine transporter affinity of chiral 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(2-hydroxypropyl)piperazines as potential cocaine abuse therapeutic agents
  作者：Ling-Wei Hsin、Thomas Prisinzano、Chavon R Wilkerson、Christina M Dersch、Robert Horel、Arthur E Jacobson、Richard B Rothman、Kenner C Rice

  DOI：10.1016/s0960-894x(02)00940-x

  日期：2003.2

  A series of optically pure phenyl-and non-phenyl-substituted 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(2-hydroxypropyl)piperazines was synthesized and their binding affinity for dopamine transporter (DAT) was investigated. The analogues with a hydroxyl group in the S configuration were more selective for the DAT over the serotonin transporter (SERT) than the corresponding R enantiomers. Compound (+)-11 showed high affinity and selectivity for DAT over the SERT and, therefore, is a potential candidate for the development of a long-acting cocaine abuse therapeutic agent. (C) 2002 Elsevier Science Ltd. All rights reserved.
• A concise synthesis of (S)-(+)-1-(4-{2-[bis-(4-fluorophenyl)methoxy]-ethyl}piperazin-1-yl)-2-phenylpropan-2-ol dimaleate
  作者：Thomas Prisinzano、Ling-Wei Hsin、John E. Folk、Judith L. Flippen-Anderson、Clifford George、Arthur E. Jacobson、Kenner C. Rice

  DOI：10.1016/j.tetasy.2003.05.001

  日期：2003.10

  (S)-(+)-1-(4-2-[Bis-(4-fluorophenyl)methoxy]-ethyl}piperazin-1-yl)-2-phenylpropan-2-ol dimaleate was prepared in several steps from (S)-(+)-atrolactic acid by a process permitting synthesis of multigram quantities. With the information provided by asymmetric synthesis, the X-ray crystal structure was solved. Published by Elsevier Ltd.