tert-butyl N-[4-[4-chloro-3-(2-hydroxypropan-2-yl)phenyl]-6-[dideuterio(fluoranyl)methoxy]-1,3,5-triazin-2-yl]-N-[2-(4-fluorophenyl)ethyl]carbamate | 1529808-36-3

• 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: tert-butyl N-[4-[4-chloro-3-(2-hydroxypropan-2-yl)phenyl]-6-[dideuterio(fluoranyl)methoxy]-1,3,5-triazin-2-yl]-N-[2-(4-fluorophenyl)ethyl]carbamate
• CAS: 1529808-36-3
• 化学式: C₂₆H₂₉ClF₂N₄O₄
• 分子量: 535.976
• InChiKey: RIEJMNJXXNWVIL-NJCFMNQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  97.7
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[4-[4-chloro-3-(2-hydroxypropan-2-yl)phenyl]-6-[dideuterio(fluoranyl)methoxy]-1,3,5-triazin-2-yl]-N-[2-(4-fluorophenyl)ethyl]carbamate 在 盐酸 作用下， 以 水 为溶剂， 反应 0.08h， 生成 2-[2-Chloro-5-[4-[dideuterio(fluoranyl)methoxy]-6-[2-(4-fluorophenyl)ethylamino]-1,3,5-triazin-2-yl]phenyl]propan-2-ol
  参考文献：
  名称：

  Synthesis and preliminary evaluation of a new fluorine-18 labelled triazine derivative for PET imaging of cannabinoid CB2 receptor

  摘要：

  Cannabinoid CB2 PET tracers are considered as a promising alternative to PBR/TSPO tracers for the in-vivo imaging of neuroinflammation. We describe here the synthesis and characterization of compound 3, a new potent and brain penetrating CB2 ligand based on an original triazine template. The PET tracer [F-18]-dideutero-3 was prepared in a three steps radiosynthesis, and demonstrated significant uptake in rhesus macaque and baboon brain with a maximum SUV of about 0.7-0.9 g/mL, followed by a moderate washout over time. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.023
• 作为产物：
  描述：

  4-氟苯乙胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium methylate 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.08h， 生成 tert-butyl N-[4-[4-chloro-3-(2-hydroxypropan-2-yl)phenyl]-6-[dideuterio(fluoranyl)methoxy]-1,3,5-triazin-2-yl]-N-[2-(4-fluorophenyl)ethyl]carbamate
  参考文献：
  名称：

  Synthesis and preliminary evaluation of a new fluorine-18 labelled triazine derivative for PET imaging of cannabinoid CB2 receptor

  摘要：

  Cannabinoid CB2 PET tracers are considered as a promising alternative to PBR/TSPO tracers for the in-vivo imaging of neuroinflammation. We describe here the synthesis and characterization of compound 3, a new potent and brain penetrating CB2 ligand based on an original triazine template. The PET tracer [F-18]-dideutero-3 was prepared in a three steps radiosynthesis, and demonstrated significant uptake in rhesus macaque and baboon brain with a maximum SUV of about 0.7-0.9 g/mL, followed by a moderate washout over time. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.023

文献信息

• Synthesis and preliminary evaluation of a new fluorine-18 labelled triazine derivative for PET imaging of cannabinoid CB2 receptor
  作者：Laurent Hortala、Joëlle Arnaud、Pascale Roux、Didier Oustric、Laurent Boulu、Florence Oury-Donat、Patrick Avenet、Thomas Rooney、David Alagille、Olivier Barret、Gilles Tamagnan、Francis Barth

  DOI：10.1016/j.bmcl.2013.11.023

  日期：2014.1

  Cannabinoid CB2 PET tracers are considered as a promising alternative to PBR/TSPO tracers for the in-vivo imaging of neuroinflammation. We describe here the synthesis and characterization of compound 3, a new potent and brain penetrating CB2 ligand based on an original triazine template. The PET tracer [F-18]-dideutero-3 was prepared in a three steps radiosynthesis, and demonstrated significant uptake in rhesus macaque and baboon brain with a maximum SUV of about 0.7-0.9 g/mL, followed by a moderate washout over time. (C) 2013 Elsevier Ltd. All rights reserved.