1580494-35-4Relevant academic research and scientific papers
DPA-C5yne, a novel fluorine-18-labelled analogue of DPA-714: Radiosynthesis and preliminary evaluation as a radiotracer for imaging neuroinflammation with PET
Medran-Navarrete, Vincent,Bernards, Nicholas,Kuhnast, Bertrand,Damont, Annelaure,Pottier, Geraldine,Peyronneau, Marie-Anne,Kassiou, Michael,Marguet, Frank,Puech, Frederic,Boisgard, Raphael,Dolle, Frederic
, p. 410 - 418 (2014)
DPA-C5yne, the lead compound of a novel series of DPA-714 derivatives in which the fluoroethoxy chain linked to the phenylpyrazolopyrimidine scaffold has been replaced by a fluoroalkyn-1-yl moiety, is a high affinity (Ki: 0.35 nM) and selective ligand targeting the translocator protein 18 kDa. In the present work, DPA-C5yne was labelled with no-carrier-added [18F] fluoride based on a one-step tosyloxy-for-fluorine nucleophilic substitution reaction, purified by cartridge and HPLC, and formulated as an i.v. injectable solution using a TRACERLab FX N Pro synthesizer. Typically, 4.3-5.2 GBq of [18F]DPA-C5yne, ready-to-use, chemically and radiochemically pure (> 95%), was obtained with specific radioactivities ranging from 55 to 110 GBq/μmol within 50-60 min, starting from a 30 GBq [18F]fluoride batch (14-17%). LogP and LogD of [18F]DPA-C5yne were measured using the shake-flask method and values of 2.39 and 2.51 were found, respectively. Autoradiography studies performed on slices of ((R,S)-α-amino-3-hydroxy-5- methyl-4-isoxazolopropionique (AMPA)-lesioned rat brains showed a high target-to-background ratio (1.9 ± 0.3). Selectivity and specificity of the binding for the translocator protein was demonstrated using DPA-C5yne (unlabelled), PK11195 and Flumazenil (central benzodiazepine receptor ligand) as competitors. Furthermore, DPA-C5yne proved to be stable in plasma at 37°C for at least 90 min.
Novel Pyrazolo[1,5-a]pyrimidines as Translocator Protein 18 kDa (TSPO) Ligands: Synthesis, in Vitro Biological Evaluation, [18F]-Labeling, and in Vivo Neuroinflammation PET Images
Damont, Annelaure,Médran-Navarrete, Vincent,Cacheux, Fanny,Kuhnast, Bertrand,Pottier, Géraldine,Bernards, Nicholas,Marguet, Frank,Puech, Frédéric,Boisgard, Rapha?l,Dollé, Frédéric
, p. 7449 - 7464 (2015/10/05)
A series of novel pyrazolo[1,5-a]pyrimidines, closely related to N,N-diethyl-2-(2-(4-(2-fluoroethoxy)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide (2, DPA-714), were synthesized and biologically in vitro evaluated for their potential to bind
Preparation and evaluation of novel pyrazolo[1,5-a]pyrimidine acetamides, closely related to DPA-714, as potent ligands for imaging the TSPO 18 kDa with PET
Médran-Navarrete, Vincent,Damont, Annelaure,Peyronneau, Marie-Anne,Kuhnast, Bertrand,Bernards, Nicholas,Pottier, Géraldine,Marguet, Frank,Puech, Frédéric,Boisgard, Rapha?l,Dollé, Frédéric
, p. 1550 - 1556 (2014/03/21)
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-iodobe
