Synthesis of [11C-carbonyl]hydroxyureas by a rhodium-mediated carbonylation reaction using [11C]carbon monoxide

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 49, Issue 5, 2006, Pages 429-436

  Barletta, Julien ^a   Karimi, Farhad ^b   Långström, Bengt ^a,b  

^a UPPSALA UNIVERSITY   (Sweden)

^b Uppsala Imanet AB   (Sweden)

Author keywords

Rhodium mediated carbonylation reaction; Transporter systems; 11C carbon monoxide; 11C hydroxyurea

Indexed keywords

CARBONYLATION; METABOLISM; RHODIUM COMPOUNDS; UREA;

CARBONYLATION REACTIONS; HYDROXYUREAS; LOW CONCENTRATIONS; RADIOCHEMICAL YIELD; RHODIUM-MEDIATED CARBONYLATION REACTION; SYNTHESISED; TRANSPORTER SYSTEM; [11C]CARBON MONOXIDE; [11C]HYDROXYUREA; [CARBONYL;

CARBON MONOXIDE;

1 HYDRO 3 PHENYLUREA C 11; 1,2 BIS(DIPHENYLPHOSPHINO)ETHANE; AZIDOTRIMETHYLSILANE; CARBON MONOXIDE; CARBON MONOXIDE C 11; CHLORO (1,5 CYCLOOCTADIENE)RHODIUM; DIMER; ETHANE; HYDROXYUREA; HYDROXYUREA C 11; HYDROXYUREA C 13; RADIOPHARMACEUTICAL AGENT; RHODIUM COMPLEX; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SYNTHESIS; ISOTOPE LABELING; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; POSITRON EMISSION TOMOGRAPHY; RADIOACTIVITY; RADIOCHEMISTRY;

EID: 33744942149     PISSN: 03624803     EISSN: 10991344     Source Type: Journal    
DOI: 10.1002/jlcr.1062     Document Type: Article

References (24)

1. Bergström M, Grahnén A, Långström B. Eur J Clin Pharmacol 2003; 59: 357-366.
2. Dogruel M, Gibbs JE, Thomas SA. J Neurochem 2003; 87: 76-84.
3. Winstead MB, Chern C, Lin T, Khentigan A, Lamb JF, Winchell HS. Int J Appl Radiat Isot 1987; 29: 443-447.
4. Kilhberg T, Karimi F, Långström B. J Org Chem 2002; 67: 3687-3692.
5. (a) Karimi F, Barletta J, Långström B. Eur J Org Chem 2005; 11: 2374-2378;
6. (b) Rahman O, Kilhberg T, Långström B. Eur J Org Chem 2004; 3: 474-478;
7. (c) Rahjnan O, Llop J, Långström B. Eur J Org Chem 2004; 12: 2674-2678.
8. (a) Rahman O, Kilhberg T, Långström B. J Org Chem 2003; 68: 3558-3562;
9. (b) Karimi F, Långström B. Eur J Org Chem 2003; 11: 2132-2137;
10. (c) Karimi F, Långström B. Org Biomol Chem 2003; 1: 541-546.
11. Karimi F, Kilhberg T, Långström B. J Chem Soc Perkin Trans l 2001; 13: 1528-1531.
12. Rahman O, Kilhberg T, Långström B. Org Biomol Chem 2004; 2: 1612-1616.
13. Karimi F, Långström B. J Chem Soc Perkin Trans l 2002; 18: 2111-2116.
14. Karimi F, Långström B. J Chem Soc Perkin Trans l 2002; 20: 2256-2259.
15. 11C]Carbon Monoxide in Palladium-/Selenium- Promoted Carbonylation Reactions. Acta Universitatis Upsaliensis: Uppsala, 2002; ISBN 91-554-5452-6.
16. Doi H, Barletta J, Suzuki M, Noyori R, Watanabe Y, Långström B. Org Biomol Chem 2004; 2: 3063-3066.
17. La Monica G, Cenini S. J Organomet Chem 1981; 216: C35-C37.
18. Kilhberg T, Långström B. J Org Chem 1999; 64: 9201-9205.
19. 11C]carbon monoxide in labeling synthesis. International PCT patent. Application number: PCT/SE02/01222.
20. (a) Collmann JP, Kubota M, Vastine FD, Sun JY, Kang JW. J Am Chem Soc 1968; 90(20): 5430-5437;
21. (b) Hasegawa S, Itoh K, Ishii Y. Inorg Chem 1974; 13: 2675-2679.
22. Ulrich H. Chemistry and Technology of Isocyanates. Wiley: New York, 1996; ISBN 0-471-96371-2.
23. Barletta J, Karimi F, Doi H, Långström B. J Label Compd Radiopharm 2005; 48: S26.
24. Bjurling P, Reineck R, Westerberg G, Schultz J, Gee A, Sutcliffe J, Långström B. Proceedings of the Sixth Workshop on Targetry and Target Chemistry. TRIUMF, Canada: Vancouver B.C., Canada, 1995; 282-285.