Preparation of 11C labelled tamoxifen

Preparation of ¹¹C labelled tamoxifen

LIU Ning，

DING Yu-Shin

Nuclear Science and Techniques

pp.207-210

Published in print 01 Nov 1999

20100

The syntheses and HPLC analysis of N-desmethyltamoxifen and carbon-11 labelled tamoxifen are described. In order to obtain the N-desmethyltamoxifen, tamoxifen citrate was first converted to tamoxifen free base. N-desmethyltamoxifen was prepared by reacting tamoxifen free base with 1-chloroethyl-chloroformate(ACE.Cl). For ¹¹C labeling, N-desmethyltamoxifen was heated with ¹¹C methyl iodide for 10min at 130°C, and the ¹¹C labelled compound was purified by HPLC on a μBonapak TM C₁₈ column. Injectable ¹¹C-tamoxifen was obtained within 50~60 min from EOB (end-of-bombardment) with a labeling yield of 60%~70%.

Tamoxifen citrateN-desmethyltamoxifen11C-tamoxifenHPLC

References

Furr B J A, Jordan V C. Pharmacol Ther, 1984, 25: 127

Adam H K. Douglas E J. Kemp J V. Biochem Pharmacol, 1979, 27: 145

Daniel C P, Gaskell S J, Bishop H et al. J Endocrinol. 1979, 83: 401

Yang D J, Cherif A, Tansey W. J Med Chem. 1992, 27: 919

McCague R, Leclercq G J. Med Chem. 1987, 30: 1761

Yang D J, Kuang L R, Cherif A et al. J Drug Targetting, 1993. 1: 259

Yang D J, Li C, Kuang L R et al. Life Sci. 1994. 55: 53

Haver D V, Vandewalle T. Slegers G et al. J Labelled Compd Radiopharm. 1984, 22: 535

Ding Y S, Sugano Y, Fowler J S et al. J Labelled Compd Radiopharm, 1994, 34: 989

Booher R N. Pohland A. J Med Cham. 1975, 18: 266

Hobson J D. McCluskey J G. J Chem Soc, 1967, 92: 2015

Ding Y S. Fowler J S, Volkow N D et al. 43rd Annual Meeting of the Society of Nuclear Medicine, Denver, Co. June 3~6. 1996

Svärd H. Någran K, Malmborg P. Sohn D et al. Fourth Int Symp Radiopharm Chem. Jülich, W.Germany, 1982, Abstracts, 249