Gotowe bibliografie tematyczne / DPA-714 analogues

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Gotowa bibliografia na temat „DPA-714 analogues”

Autor: Grafiati
Data publikacji: 2 czerwca 2025
Data aktualizacji: 31 lipca 2025

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Artykuły w czasopismach na temat "DPA-714 analogues"

1

Médran-Navarrete, Vincent, Annelaure Damont, Marie-Anne Peyronneau, et al. "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." Bioorg Med Chem Lett. 24, no. 6 (2014): 1550–6. https://doi.org/10.1016/j.bmcl.2014.01.080.

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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-(x-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 coup
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2

Cacheux, Fanny, Vincent Médran-Navarrete, Frédéric Dollé, Frank Marguet, Frédéric Puech, and Annelaure Damont. "Synthesis and in vitro characterization of novel fluorinated derivatives of the translocator protein 18 kDa ligand CfO-DPA-714." European Journal of Medicinal Chemistry 125 (September 9, 2016): 346–59. https://doi.org/10.1016/j.ejmech.2016.09.025.

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The translocator protein 18 kDa (TSPO) is today a validated target for a number of therapeutic applications, but also a well-recognized diagnostic/imaging biomarker for the evaluation of inflammatory related-disease state and progression, prompting the development of specific and dedicated TSPO ligands worldwide. For this purpose, pyrazolo[1,5-a]pyrimidine acetamides constitute a unique class of high affinity and selectivity TSPO ligands; it includes DPA-714, a fluorine-containing derivative that has also been labelled with the positron-emitter fluorine-18, and is nowadays widely used as
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3

Werry, Eryn L., Victoria A. King, Melissa L. Barron, Samuel D. Banister, Renee Sokias, and Michael Kassiou. "Derivatives of the pyrazolo[1,5-a]pyrimidine acetamide DPA-713 as translocator protein (TSPO) ligands and pro-apoptotic agents in human glioblastoma." European Journal of Pharmaceutical Sciences 96 (September 19, 2016): 186–92. https://doi.org/10.1016/j.ejps.2016.09.026.

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The 18kDa translocator protein (TSPO) is a target for novel glioblastoma therapies due to its upregulation in this cancer and relatively low levels of expression in the healthy cortex. The pyrazolo[1,5-a]pyrimidine acetamides, exemplified by DPA-713 and DPA-714, are a class of high affinity TSPO ligands with selectivity over the central benzodiazepine receptor. In this study we have explored the potential anti-glioblastoma activity of a library of DPA-713 and DPA-714 analogues, and investigated the effect of amending the alkyl ether chain on TSPO affinity and functional potential. All ligands
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4

Banister, Samuel D., Corinne Beinat, Shane M. Wilkinson, et al. "Ether analogues of DPA-714 with subnanomolar affinity for the translocator protein (TSPO)." Eur J Med Chem. 93 (February 7, 2015): 392–400. https://doi.org/10.1016/j.ejmech.2015.02.004.

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Sixteen new phenyl alkyl ether derivatives (12, 14-28) of the 5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-ylacetamide (DPA) class were synthesized and evaluated in a competition binding assay against [3H]PK11195 using 18 kDa translocator protein (TSPO) derived from rat kidney mitochondrial fractions. All analogues showed superior binding affinities for TSPO compared to DPA-713 (5) and DPA-714 (6). Picomolar affinities were observed for this class of TSPO ligands in this assay for the first time, with phenethyl ether 28 showing the greatest affinity (Ki = 0.13 nM). Additiona
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5

Banister, Samuel D., Corinne Beinat, Shane M. Wilkinson, et al. "Ether analogues of DPA-714 with subnanomolar affinity for the translocator protein (TSPO)." European Journal of Medicinal Chemistry 93 (March 2015): 392–400. http://dx.doi.org/10.1016/j.ejmech.2015.02.004.

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6

Damont, Annelaure, Vincent Medran-Navarrete, Fanny Cacheux, et al. "Novel pyrazolo[1,5-a]pyrimidines as translocator protein 18 kDa (TSPO) ligands: Synthesis, in vitro biological evaluation, [18F]-labelling and in vivo neuroinflammation PET images." J Med Chem. 58, no. 18 (2015): 7449–64. https://doi.org/10.1021/acs.jmedchem.5b00932.

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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 the translocator protein 18 kDa (TSPO), a protein today recognized as an early biomarker of neuroinflammatory processes. This series is composed of fluoroalkyl- and fluoroalkynyl- analogues, prepared from a common iodinated intermediate via Sonogashira coupling reactions. All derivatives displayed subnanomolar affinity for the TSPO (0.37 to 0
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7

Médran-Navarrete, Vincent, Nicholas Bernards, Bertrand Kuhnast, et al. "[18F]DPA-C5yne, a novel fluorine-18-labelled analogue of DPA-714: radiosynthesis and preliminary evaluation as a radiotracer for imaging neuroinflammation with PET." J. Label Compd. Radiopharm 57 (April 24, 2014): 410–18. https://doi.org/10.1002/jlcr.3199.

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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. Typicall
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8

Médran-Navarrete, Vincent, Nicholas Bernards, Bertrand Kuhnast, et al. "[18F]DPA-C5yne, a novel fluorine-18-labelled analogue of DPA-714: radiosynthesis and preliminary evaluation as a radiotracer for imaging neuroinflammation with PET." Journal of Labelled Compounds and Radiopharmaceuticals 57, no. 6 (2014): 410–18. http://dx.doi.org/10.1002/jlcr.3199.

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