1-[2-[4,4'-fluorobenzhydryloxy]ethyl]-4-(3-(4-nitrophenyl)-1-oxopropyl)piperazine | 616874-66-9

• 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'-fluorobenzhydryloxy]ethyl]-4-(3-(4-nitrophenyl)-1-oxopropyl)piperazine
• CAS: 616874-66-9
• 化学式: C₂₈H₂₉F₂N₃O₄
• 分子量: 509.553
• InChiKey: NVWCPUQKSLZLMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  75.92
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[2-[4,4'-fluorobenzhydryloxy]ethyl]-4-(3-(4-nitrophenyl)-1-oxopropyl)piperazine 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以92%的产率得到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
• 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 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 生成 1-[2-[4,4'-fluorobenzhydryloxy]ethyl]-4-(3-(4-nitrophenyl)-1-oxopropyl)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