[ 18F]DPA-714, [ 18F]PBR111 and [ 18F]FEDAA1106-Selective radioligands for imaging TSPO 18kDa with PET: Automated radiosynthesis on a TRACERLAb FX-FN synthesizer and quality controls

Applied Radiation and Isotopes

Volumn 70, Issue 3, 2012, Pages 489-497

  Kuhnast, Bertrand ^a   Damont, Annelaure ^a   Hinnen, Françoise ^a   Catarina, Tony ^a   Demphel, Stéphane ^a   Le Helleix, Stéphane ^a   Coulon, Christine ^a   Goutal, Sébastien ^a   Gervais, Philippe ^a   Dollé, Frédéric ^a  

^a SERVICE HOSPITALIER FRÉDÉRIC JOLIOT   (France)

Author keywords

18F DPA 714; 18F FEDAA1106; 18F PBR111; Fluorine 18; TRACERlab FX FN; TSPO 18kDa

Indexed keywords

[ 18F]DPA-714; [ 18F]FEDAA1106; [ 18F]PBR111; FLUORINE-18; TRACERLAB FX-FN; TSPO 18KDA;

FLUORINE; RADIOACTIVE TRACERS; REGULATORY COMPLIANCE;

QUALITY CONTROL;

2 [6 CHLORO 2 [4 (3 FLUOROPROPOXY)PHENYL]IMIDAZO[1,2 A]PYRIDIN 3 YL] N,N DIETHYLACETAMIDE F 18; MEMBRANE PROTEIN; N ACETYL N (2 FLUOROETHOXY 5 METHOXYBENZYL) 5 FLUORO 2 PHENOXYANILINE F 18; N,N DIETHYL 2 [2 [4 (2 FLUOROETHOXY)PHENYL] 5,7 DIMETHYLPYRAZOLO[1,5 A]PYRIMIDIN 3 YL]ACETAMIDE F 18; RADIOPHARMACEUTICAL AGENT; TRANSLOCATOR PROTEIN 18; UNCLASSIFIED DRUG; 2 (6 CHLORO 2 (4 (3 FLUOROPROPOXY)PHENYL)IMIDAZO(1,2 A)PYRIDIN 3 YL) N,N DIETHYLACETAMIDE; 2-(6-CHLORO-2-(4-(3-FLUOROPROPOXY)PHENYL)IMIDAZO(1,2-A)PYRIDIN-3-YL)-N,N-DIETHYLACETAMIDE; 4 AMINOBUTYRIC ACID RECEPTOR; ACETAMIDE DERIVATIVE; BZRP PROTEIN, MOUSE; FLUORINE; N (5 FLUORO 2 PHENOXYPHENYL) N (2 FLUOROETHYL 5 METHOXYBENZYL)ACETAMIDE; N,N DIETHYL 2 (2 (4 (2 FLUOROETHOXY)PHENYL) 5,7 DIMETHYLPYRAZOLO(1,5 A)PYRIMIDIN 3 YL)ACETAMIDE; N,N-DIETHYL-2-(2-(4-(2-FLUOROETHOXY)PHENYL)-5,7-DIMETHYLPYRAZOLO(1,5-A)PYRIMIDIN-3-YL)ACETAMIDE; N-(5-FLUORO-2-PHENOXYPHENYL)-N-(2-FLUOROETHYL-5-METHOXYBENZYL)ACETAMIDE; PYRAZOLE DERIVATIVE; PYRIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE;

ARTICLE; AUTOMATION; DRUG STRUCTURE; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; QUALITY CONTROL; RADIOACTIVITY; RADIOCHEMISTRY; SYNTHESIS; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RADIOASSAY;

ACETAMIDES; FLUORINE RADIOISOTOPES; MAGNETIC RESONANCE SPECTROSCOPY; POSITRON-EMISSION TOMOGRAPHY; PYRAZOLES; PYRIDINES; PYRIMIDINES; QUALITY CONTROL; RADIOLIGAND ASSAY; RECEPTORS, GABA;

EID: 84855354847     PISSN: 09698043     EISSN: 18729800     Source Type: Journal    
DOI: 10.1016/j.apradiso.2011.10.015     Document Type: Article

References (21)

1. Cagnin A., Kassiou M., Meikle S.R., Banati R.B. Positron emission tomography imaging of neuroinflammation. Neurotherapeut. 2007, 4:443-452.
2. 11C]methyl, N-(methyl-1 propyl), (chloro-2 phenyl)-1 isoquinoleine carboxamide-3 (PK-11195)-a new ligand for peripheral benzodiazepine receptors. J. Label. Compd. Radiopharm. 1984, 21:985-991.
3. Chen M.K., Guilarte T.R. Translocator protein 18kDa (TSPO): Molecular sensor of brain injury and repair. Pharmacol. Ther. 2008, 118:1-17.
4. 18F]DPA-714, a selective radioligand for imaging the translocator protein (18kDa) with PET. J. Label. Compd. Radiopharm. 2008, 51:286-292.
5. Decaudin D. Peripheral benzodiazepine receptor and its clinical targeting. Anti-Cancer Drugs 2004, 15:737-745.
6. 18F]PBR111, a selective radioligand for imaging the translocator protein (18kDa) with PET. J. Label. Compd. Radiopharm. 2008, 51:435-439.
7. Dollé F., Luus C., Reynolds A., Kassiou M. Radiolabelled molecules for imaging the translocator protein (18kDa) using positron emission tomography. Curr. Med. Chem. 2009, 16:2899-2923.
8. 18F]pyrazolo[1,5-a]pyrimidines for the study of the peripheral benzodiazepine receptor using positron emission tomography. J. Med. Chem. 2008, 51:3700-3712.
9. Galiegue S., Tinel N., Casellas P. The peripheral benzodiazepine receptor: a promising therapeutic drug target. Curr. Med. Chem. 2003, 10:1563-1572.
10. James M.L., Fulton R.R., Vercoullie J., Henderson D.J., Garreau L., Chalon S., Dollé F., Selleri S., Guilloteau D., Kassiou M. DPA-714, a new translocator protein-specific ligand: synthesis, radiofluorination, and pharmacologic characterization. J. Nucl. Med. 2008, 49:814-822.
11. Mukhopadhyay S., Guillory B., Mukherjee S., Das S.K. Antiproliferative effect of peripheral benzodiazepine receptor antagonist PK11195 in rat mammary tumor cells. Mol. Cell. Biochem. 2010, 340:203-213.
12. Mukhopadhyay S., Mukherjee S., Das S.K. Increased expression of peripheral benzodiazepine receptor (PBR) in dimethylbenz[a]anthracene-induced mammary tumors in rats. Glycoconj. J. 2006, 23:199-207.
13. Okubo T., Yoshikawa R., Chaki S., Okuyama S., Nakazato A. Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. Bioorg. Med. Chem 2004, 12:423-438.
14. 18F]PBR102-Selective radioligands for imaging the peripheral benzodiazepine receptor with PET. J. Label. Compd. Radiopharm. 2009, 52(S1):S310.
15. Probst K.C., Izquierdo D., Bird J.L.E., Brichard L., Franck D., Davies J.R., Fryer T.D., Richards H.K., Clark J.C., Davenport A.P., Weissberg P.L., Warburton E.A. Strategy for improved [C-11]DAA1106 radiosynthesis and in vivo, peripheral benzodiazepine receptor imaging using microPET, evaluation of [C-11]DAA1106. Nucl. Med. Biol. 2007, 34:439-446.
16. Probst K.C., Izquierdo D., Davies J.R., Bird J.L.E., Fryer T.D., Richards H.K., Clark J.C., Warburton E.A., Weissberg P.L., Aigbirhio F.I. Synthesis and evaluation of fluorine-18 and copper-64 labelled PBR radioligands. J. Label. Compd. Radiopharm 2007, 50:561-562.
17. Selleri S., Bruni F., Costagli C., Costanzo A., Guerrini G., Ciciani G., Costa B., Martini C. 2-Arylpyrazolo[1,5-a]pyrimidin-3-yl acetamides. New potent and selective peripheral benzodiazepine receptor ligands. Bioorg. Med. Chem 2001, 9:2661-2671.
18. 11C]PK11195 in an acute rodent model. Eur. J. Nucl. Med. Mol. Imaging 2010, 37:962-972.
19. Venneti S., Lopresti B.J., Wiley C.A. The peripheral benzodiazepine receptor (Translocator protein 18kDa) in microglia: From pathology to imaging. Progress in Neurobiology 2006, 80:308-322.
20. 18F]FEDAA1106: Two positron-emitter labeled ligands for peripheral benzodiazepine receptor (PBR). Bioorg. Med. Chem. Lett 2003, 13:201-204.
21. 18F]fluoroethyl-5-methoxybenzyl)acetamide, for PET imaging of peripheral benzodiazepine receptor in primate brain. J. Med. Chem. 2004, 47:2228-2235.