1-[2-[4,4'-diflorobenzhydryloxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine | 616875-76-4

• 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-[2-[4,4'-diflorobenzhydryloxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine
• 英文别名: 1-[2-[4,4'-fluorobenzhydryloxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine；4-[3-(4-{2-[bis-(4-fluoro-phenyl)methoxy]-ethyl}-piperazin-1-yl)-propyl]-phenylamine；AM2515；4-[3-[4-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazin-1-yl]propyl]aniline；4-[3-[4-[2-[bis(4-fluorophenyl)methoxy]ethyl]piperazin-1-yl]propyl]aniline
• CAS: 616875-76-4
• 化学式: C₂₈H₃₃F₂N₃O
• 分子量: 465.586
• InChiKey: BTHRQEJLUPKBPN-UHFFFAOYSA-N

物化性质

• 沸点：
  584.1±50.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[2-[4,4'-diflorobenzhydryloxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine 在 氨 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 146.5h， 生成 11-mercaptoundecanoic acid (4-{3-[4-(2-(4,4'-fluorobenzhydryloxy)ethyl)piperazin-1-yl]propyl}phenyl)amide
  参考文献：
  名称：

  The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals

  摘要：

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01179-7
• 作为产物：
  描述：

  3-(4-硝基苯基)丙酸 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 23.5h， 生成 1-[2-[4,4'-diflorobenzhydryloxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine
  参考文献：
  名称：

  The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals

  摘要：

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01179-7

文献信息

• High affinity inhibitors of the dopamine transporter (DAT): Novel biotinylated ligands for conjugation to quantum dots
  作者：Ian D. Tomlinson、John N. Mason、Randy D. Blakely、Sandra J. Rosenthal

  DOI：10.1016/j.bmcl.2006.05.097

  日期：2006.9

  Compounds capable of inhibiting the dopamine transporter protein (DAT) that can be conjugated to cadmium selenide/zinc sulfide/core shell nanocrystals may be used to image the location and distribution of the DAT in neuronal cell membranes. This letter describes the synthesis of biotinylated analogs of the DAT antagonists GBR 12909 and GBR 12935 that can be attached to streptavidin coated cadmium selenide/zinc sulfide/core shell nanocrystals. (c) 2006 Elsevier Ltd. All rights reserved.
• The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals
  作者：Ian D Tomlinson、John Mason、Jon N Burton、Randy Blakely、Sandra J Rosenthal

  DOI：10.1016/s0040-4020(03)01179-7

  日期：2003.9

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.