Synthesis and radiopharmacological characterization of 2β-carbo-2′-[18F]fluoroethoxy-3β-(4-bromo-phenyl)tropane ([18F]MCL-322) as a PET radiotracer for imaging the dopamine transporter (DAT)

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 13, 2007, Pages 4511-4519

  Wuest, F ^a   Berndt, M ^a   Strobel, K ^a   van den Hoff, J ^a   Peng, X ^b   Neumeyer, J L ^b   Bergmann, R ^a  

^a INSTITUTE OF ION BEAM PHYSICS AND MATERIALS RESEARCH   (Germany)

^b MCLEAN HOSPITAL   (United States)

Author keywords

18F MCL 322; Dopamine transporter (DAT); Positron emission tomography (PET)

Indexed keywords

2BETA CARBO 2' FLUOROETHOXY 3BETA (4 BROMO PHENYL)TROPANE; 2BETA CARBO 2' FLUOROETHOXY 3BETA (4 BROMO PHENYL)TROPANE F 18; CITALOPRAM; DOPAMINE TRANSPORTER; MCL 322; NISOXETINE; RADIOPHARMACEUTICAL AGENT; TRACER; TROPANE DERIVATIVE; UNCLASSIFIED DRUG; VANOXERINE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CORPUS STRIATUM; DRUG DISTRIBUTION; DRUG PROTEIN BINDING; DRUG SYNTHESIS; DRUG UPTAKE; EX VIVO STUDY; IN VIVO STUDY; ISOTOPE LABELING; MALE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE IMAGING; POSITRON EMISSION TOMOGRAPHY; RAT; WISTAR RAT;

ANIMALS; AUTORADIOGRAPHY; BINDING, COMPETITIVE; BIOTRANSFORMATION; BRAIN; DOPAMINE PLASMA MEMBRANE TRANSPORT PROTEINS; ISOTOPE LABELING; MAGNETIC RESONANCE IMAGING; MALE; PIPERAZINES; POSITRON-EMISSION TOMOGRAPHY; RADIOPHARMACEUTICALS; RATS; RATS, WISTAR; TISSUE DISTRIBUTION; TROPANES;

ANIMALIA; RATTUS;

EID: 34248649591     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.04.019     Document Type: Article

References (32)

1. Niznik H.B., Fogel E.F., Fassos F.F., and Seeman P. J. Neurochem. 56 (1991) 192-198
2. Rinne J.O., Bergman J., Ruottinen H., Haaparanta M., Eronen E., Oikonen V., Sonninen P., and Solin O. Synapse 31 (1999) 119-124
3. Kapur S., and Mann J.J. Biol. Psychiatry 32 (1992) 1-17
4. Dougherty D.D., Bonab A.A., Spencer T.J., Rauch S.L., Madras B.K., and Fischman A.J. Lancet 354 (1999) 2132-2133
5. Dresel S., Krause J., Krause K.H., LaFougere C., Brinkbaumer K., Kung H.F., Hahn K., and Tatsch K. Eur. J. Nucl. Med. 27 (2000) 1518-1524
6. Fowler J.S., Volkow N.D., Wolf A.P., Dewey S.L., Schlyer D.J., Macgregor R.R., Hitzemann R., Logan J., Bendriem B., Gatley S.J., et al. Synapse 4 (1989) 371-377
7. Müller L., Halldin C., Farde L., Karlsson P., Hall H., Swahn C.G., Neumeyer J., Gao Y., and Milius R. Nucl. Med. Biol. 20 (1993) 249-255
8. Wong D.F., Yung B., Dannals R.F., Shaya E.K., Ravert H.T., Chen C.A., Chan B., Folio T., Scheffel U., Ricuaurte G.A., Neumeyer J.L., Wagner H.N., and Kuhnar M.J. Synapse 15 (1993) 185-191
9. Wilson A.A., DaSilva J.N., and Houle S. Nucl. Med. Biol. 23 (1996) 141-146
10. Dolle F., Emond P., Mavel S., Demphel S., Hinnen F., Mincheva Z., Saba W., Valette H., Chalon S., Halldin C., Helfenbein J., Legaillard J., Madelmont J.C., Deloye J.B., Bottlaender M., and Guilloteau D. Bioorg. Med. Chem. 14 (2006) 1115-1125
11. Jucaite A., Odano I., Olsson H., Pauli S., Halldin C., and Farde L. Eur. J. Nucl. Med. Mol. Imaging 33 (2006) 657-668
12. Bois F., Baldwin R.M., Kula N.S., Baldessarini R.J., Al Tikriti M., Innis R.B., and Tamagnan G.D. Bioorg. Med. Chem. 16 (2006) 5222-5225
13. Mitterhauser M., Wadsak W., Mien L.K., Hoepping A., Viernstein H., Dudczac R., and Kletter K. Synapse 55 (2005) 73-79
14. Kazumata K., Dhawan V., Chaly T., Antonini A., Margouleff C., Belakhlef A., Neumeyer J., and Eidelberg D. J. Nucl. Med. 39 (1998) 1521-1530
15. Chaly T., Dhawan V., Kazumata K., Antonini A., Margouleff C., Dahl J.R., Belakhlef A., Margouleff D., Yee A., Wang S., Tamagnan G., Neumeyer J.L., and Eidelberg D. Nucl. Med. Biol. 23 (1996) 999-1004
16. Goodman M.M., Keil R., Shoup T.M., Eshima D., Eshima L., Kilts C., Votaw J., Camp V.M., Votaw D., Smith E., Kung M.P., Malveaux E., Watts R., Huerkamp M., Wu D., Garcia E., and Hoffman J.M. J. Nucl. Med. 38 (1997) 119-126
17. Chaly Jr. T., Matacchieri R., Dahl R., Dhawan V., and Eidelberg D. Appl. Radiat. Isot. 51 (1999) 299-305
18. Goodman M.M., Kilts C.D., Keil R., Shi B., Martarello L., Xing D., Votaw J., Ely T.D., Lambert P., Owens M.J., Camp V.M., Malveaux E., and Hoffman J.M. Nucl. Med. Biol. 27 (2000) 1-12
19. Harada N., Ohba H., Fukumoto D., Kakiuchi T., and Tsukada H. Synapse 54 (2004) 37-45
20. Chaly T., Baldwin R.M., Neumeyer J.L., Hellman M.J., Dhawan V., Garg P.K., Tamagnan G., Staley J.K., Al-Tikriti M.S., Hou Y., Zoghbi S.S., Gu X.H., Zong R., and Eidelberg D. Nucl. Med. Biol. 31 (2004) 125-131
21. Peng X., Zhang A., Kula N.S., Baldessarini R.J., and Neumeyer J.L. Bioorg. Med. Chem. Lett. 14 (2004) 5635-5639
22. Kula N.S., Baldessarini R.J., Tarazi F.I., Fisser R., Wang S., Trometer J., and Neumeyer J.L. Eur. J. Pharmacol. 385 (1999) 291-294
23. Brooks D.J. NeuroRx 1 (2004) 482-491
24. Brooks D.J. NeuroRx 1 (2004) 243-254
25. Davis M.R., Votaw J.R., Bremner J.D., Byas-Smith M.G., Faber T.L., Voll R.J., Hoffman J.M., Grafton S.T., Kilts C.D., and Goodman M.M. J. Nucl. Med. 44 (2003) 855-861
26. Xing D., Chen P., Keil R., Kilts C.D., Shi B., Camp V.M., Malveaux G., Ely T., Owens M.J., Votaw J., Davis M., Hoffman J.M., BaKay R.A., Subramanian T., Watts R.L., and Goodman M.M. J. Med. Chem. 43 (2000) 639-648
27. Heikkila R.E., and Manzino L. Eur. J. Pharmacol. 103 (1984) 241-248
28. Scheffel U., Kim S., Cline E.J., and Kuhar M.J. Synapse 16 (1994) 263-268
29. Cline E.J., Scheffel U., Boja J.W., Mitchell W.M., Carroll F.I., Abraham P., Lewin A.H., and Kuhar M.J. Synapse 12 (1992) 37-46
30. Freed C., Revay R., Vaughan R.A., Kriek E., Grant S., Uhl G.R., and Kuhar M.J. J. Comp. Neurol. 359 (1995) 340-349
31. Burchett S.A., and Bannon M.J. Brain Res. Mol. Brain Res. 49 (1997) 95-102
32. Maggos C.E., Spangler R., Zhou Y., Schlussman S.D., Ho A., and Kreek M.J. Synapse 26 (1997) 55-61