Simplified synthesis of N-(3-[18F]fluoropropyl)- 2βcarbomethoxy-3β-(4-fluorophenyl)nortropane ([18F]β- CFT-FP) using [18F]fluoropropyl tosylate as the labelling reagent

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 48, Issue 6, 2005, Pages 463-471

  Koivula, Teija ^a   Perhola, Outi ^a   Kämäräinen, Eeva Liisa ^b   Lipponen, Tiina ^a   Vepsäläinen, Jouko ^c   Solin, Olof ^a,d  

^a UNIVERSITY OF HELSINKI   (Finland)

^b HELSINKI UNIVERSITY CENTRAL HOSPITAL   (Finland)

^c UNIVERSITY OF EASTERN FINLAND   (Finland)

^d TURKU PET CENTRE   (Finland)

Author keywords

Alkylation; Cocaine analogue; Fluorine 18; 18F CFT FP; 18F fluoropropyl tosylate

Indexed keywords

AMINES; FLUORINE; POSITRON EMISSION TOMOGRAPHY; PURIFICATION; SULFUR COMPOUNDS;

COCAINE ANALOG; DOPAMINE TRANSPORTERS; FLUORINE-18; LABELING REAGENT; LABELINGS; RADIOCHEMICAL YIELD; RADIOLIGANDS; SYNTHESIS METHOD; [ 18F]Β-CFT-FP; [18F]FLUOROPROPYL TOSYLATE;

ALKYLATION;

COCAINE; DOPAMINE TRANSPORTER; FLUORINE 18; FLUOROPROPYL TOSYLATE F 18; N (3 FLUOROPROPYL) 2BETA CARBOXYMETHOXY 3BETA (4 FLUOROPHENYL)NORTROPANE F 18; NORTROPANE DERIVATIVE; RADIOLIGAND; TOLUENESULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; POSITRON EMISSION TOMOGRAPHY; RADIOACTIVITY; STOICHIOMETRY; SYNTHESIS;

EID: 19544377673     PISSN: 03624803     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlcr.943     Document Type: Article

References (32)

1. Aquilonius SM, Bergström K, Eckernäs SÅ, Hartvig P. Leenders KL, Lundquist H, Antoni G, Gee A, Rimland A, Uhlin J, Långström B. Acta Neurol Scand 1987; 76: 283-287.
2. Ding YS, Fowler JS, Volkow ND, Logan J, Galley SJ, Sugano Y. J Nucl Med 1995; 36(12): 2298-2305.
3. Kilbourn MR, Carey JE, Koeppe RA, Haka MS, Hutchins GD, Sherman PS, Kuhl DE. Nucl Med Biol 1989; 16(6): 569-576.
4. Fowler JS, Volkow ND, Wolf AP, Dewey SL, Schlyer DJ, MacGregor RR, Hitzemann R, Logan J, Bendriem B, Gatley SJ, Christman D. Synapse 1989; 4: 371-377.
5. Dannals RF, Neumeyer JL, Milius RA, Ravert HT, Wilson AA, Wagner Jr HN. J Label Compd Radiopharm 1993; 33(2): 147-152.
6. Wong DF, Yung B, Dannals RF, Shaya EK, Ravert HT, Chen CA, Chan B, Folio T, Scheffel U, Ricaurte GA, Neumeyer JL, Wagner Jr HN, Kuhar MJ. Synapse 1993; 15: 130-142.
7. Haaparanta M, Bergman J, Laakso A, Hietala J, Solin O. Synapse 1996; 23: 321-327.
8. Laakso A, Bergman J, Haaparanta M, Vilkman H, Solin O, Hietala J. Synapse 1998; 28: 244-250.
9. Müller L, Halldin C, Farde L, Karlsson P, Hall H, Swahn CG, Neumeyer J, Gao Y, Milius R. Nucl Med Biol 1993; 20(3): 249-255.
10. Farde L, Halldin C, Müller L, Suhara T, Karlsson P, Hall H. Synapse 1994; 16: 93-103.
11. Loc'h C, Müller L, Ottaviani M, Halldin C, Farde L, Maziére B. J Label Compd Radiopharm 1995; 36(4): 385-392.
12. Petric A, Barrio JR, Namavari M, Huang SC, Satyamurthy N. Nucl Med Biol 1999; 26: 529-535.
13. Stout D, Petric A, Satyamurthy N, Nguyen Q, Huang SC, Namavari M, Barrio JR. Nucl Med Biol 1999; 26: 897-903.
14. Halldin C, Farde L, Lundkvist C, Ginovart N, Nakashima Y, Karlsson P, Swahn CG. Synapse 1996; 22: 386-390.
15. Chaly T, Dhawan V, Kazumata K, Antonini A, Margouleff C, Dahl JR, Belakhlef A, Margouleff D, Yee A, Wang S, Tamagnan G, Neumeyer JL, Eidelberg D. Nucl Med Biol 1996; 23: 999-1004.
16. Lundkvist C, Halldin C, Ginovart N, Swahn CG, Farde L. Nucl Med Biol 1997; 24: 621-627.
17. Kazumata K, Dhawan V, Chaly T, Antonini A, Margouleff C, Belakhlef A, Neumeyer J, Eidelberg D. J Nucl Med 1998; 39(9): 1521-1530.
18. Firnau G, Chen JJ, Murthy D. J Label Compd Radiopharm 1995; 37: 55-57.
19. Kämäräinen EL, Kyllönen T, Airaksinen A, Lundkvist C, Yu M, Nagren K, Sandell J, Langer O, Vepsäläinen J, Hiltunen J, Bergström K, Lötjönen S, Jaakkola T, Halldin C. J Label Compd Radiopharm 2000; 43: 1235-1244.
20. Goodman MM, Keil R, Shoup TM, Eshima D, Eshima L, Kilts C, Votaw J, Camp VM, Votaw D, Smith E, Kung MP, Malveaux E, Watts R, Huerkamp M, Wu D, Garcia E, Hoffman JM. J Nucl Med 1997; 38: 119-126.
21. Goodman MM, Kilts CD, Keil R, Shi B, Martarello L, Xing D, Votaw J, Ely TD, Lambert P, Owens MJ, Camp VM, Malveaux E, Hoffman JM. Nucl Med Biol 2000; 27: 1-12.
22. Davis MR, Votaw JR, Bremner JD, Byas-Smith MG, Faber TL, Voll RJ, Hoffman JM, Grafton ST, Kilts CD, Goodman MM. J Nucl Med 2003; 44: 855-861.
23. Chaly Jr T, Matacchieri R, Dahl R, Dhawan V, Eidelberg D. Appl Radiat Isot 1999; 51: 299-305.
24. Helfenbein J, Emond P, Loc'h C, Bottlaender M, Ottaviani M, Guilloteau D, Maziére B, Frangin Y, Chalon S. J Label Compd Radiopharm 1999; 42: 581-588.
25. Helfenbein J, Loc'h C, Bottlaender M, Emond P, Coulon C, Ottaviani M, Fuseau C, Chalon S, Guenther I, Besnard JC, Frangin Y, Guilloteau D, Maziere B. Life Sci 1999; 65(25): 2715-2726.
26. Halldin C, Erixon-Lindroth N, Pauli S, Chou YH, Okubo Y, Karlsson P, Lundkvist C, Olsson H, Guilloteau D, Emond P, Farde L. Eur J Nucl Med Mol Imaging 2003; 30: 1220-1230. DOI: 10.1007/s00259-003-1212-3.
27. Mach RH, Nader MA, Ehrenkaufer RL, Gage HD, Childers SR, Hodges LM, Hodges MM, Davies HML. Synapse 2000; 37: 109-117.
28. Wilson AA, DaSilva JN, Houle S. Appl Radiat Isot 1995; 46(8): 765-770.
29. Wilson AA, DaSilva JN, Houle S. Nucl Med Biol 1996; 23: 141-146.
30. Krebs B, Bier D, Sihver W, Holschbach M, Coenen HH. J Label Compd Radiopharm 2003; 46: S53.
31. Xing D, Chen P, Keil R, Kilts CD, Shi B, Camp VM, Malveaux G, Ely T, Owens MJ, Votaw J, Davis M, Hoffman JM, BaKay RAE, Subramanian T, Watts RL, Goodman MM. J Med Chem 2000; 43: 639-648.
32. Block D, Coenen HH, Stöcklin G. J Label Compd Radiopharm 1986; 24(9): 1029-1042.