Preparation and evaluation of novel pyrazolo[1,5- a ]pyrimidine acetamides, closely related to DPA-714, as potent ligands for imaging the TSPO 18<ce:hsp sp="0.25"/>kDa with PET
作者: Vincent Médran-NavarreteAnnelaure DamontMarie-Anne PeyronneauBertrand KuhnastNicholas BernardsGéraldine PottierFrank MarguetFrédéric PuechRaphaël BoisgardFrédéric Dollé
作者单位: 1CEA, I2BM, Service Hospitalier Frédéric Joliot, Orsay, France
2Inserm, U1023, Université Paris Sud, Orsay, France
3Exploratory Unit, Sanofi, Chilly-Mazarin, France
刊名: Bioorganic & Medicinal Chemistry Letters, 2014, Vol.24 (6), pp.1550-1556
来源数据库: Elsevier Journal
DOI: 10.1016/j.bmcl.2014.01.080
关键词: DPA-714 analoguesTSPO 18kDaFluorinated ligandsMetabolismPET imaging
英文摘要: Abstract(#br)A series of four novel analogues of DPA-714, bearing a fluoroalkynyl side chain (with a length ranging from three to six carbon atoms) in replacement of the fluoroethoxy motif, have been synthetized in six steps from commercially available methyl 4-iodobenzoate. The synthetic strategy for the preparation of these N , N -diethyl-2-(2-(4-(ω-fluoroalk-1-ynyl)phenyl)-5,7-dimethylpyrazolo[1,5- a ]pyrimidin-3-yl)acetamides ( 7a – d ) consisted in derivatizing a key iodinated building block featuring the pyrazolopyrimidine acetamide backbone of DPA-714, by Sonogashira couplings with various alkynyl reagents. The resulting alkynols were subsequently fluorinated, yielding the expected target derivatives. All four analogues exhibited slightly higher affinity and selectivity towards the...
全文获取路径: Elsevier  (合作)
影响因子:2.338 (2012)

  • pyrimidine 嘧啶
  • imaging 图像形成
  • DPA Data Processing Area
  • potent 强大的
  • novel 长篇小说
  • related 有关的
  • closely 精密地
  • evaluation 评价