Preparation of ¹¹C labelled tamoxifen

Preparation of 11 C labelled tamoxifen 1 first-author 2 Key Laboratory of Radiation Physics and Technology of Ministry of Education of China, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064 Key Laboratory of Radiation Physics and Technology of Ministry of Education of China, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064 Department of Chemistry, Brookhaven National Laboratory, Upton, NY11973, U.S.A Department of Chemistry, Brookhaven National Laboratory, Upton, NY11973, U.S.A 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 11 C labeling, N-desmethyltamoxifen was heated with 11 C methyl iodide for 10min at 130°C, and the 11 C labelled compound was purified by HPLC on a μBonapak TM C 18 column. Injectable 11 C-tamoxifen was obtained within 50~60 min from EOB (end-of-bombardment) with a labeling yield of 60%~70%. Tamoxifen citrate N-desmethyltamoxifen 11 C-tamoxifen HPLC References Furr B J A , Jordan V C . Pharmacol Ther , 1984 , 25 : 127 Pharmacol Ther Adam H K . Douglas E J. Kemp J V. Biochem Pharmacol , 1979 , 27 : 145 Douglas E J. Kemp J V. Biochem Pharmacol Daniel C P , Gaskell S J , Bishop H et al . J Endocrinol . 1979 , 83 : 401 J Endocrinol Yang D J , Cherif A , Tansey W . J Med Chem . 1992 , 27 : 919 J Med Chem McCague R , Leclercq G J . Med Chem . 1987 , 30 : 1761 Med Chem Yang D J , Kuang L R , Cherif A et al . J Drug Targetting , 1993 . 1 : 259 J Drug Targetting Yang D J , Li C , Kuang L R et al . Life Sci . 1994 . 55 : 53 Life Sci Haver D V , Vandewalle T. Slegers G et al . J Labelled Compd Radiopharm . 1984 , 22 : 535 J Labelled Compd Radiopharm Ding Y S , Sugano Y , Fowler J S et al . J Labelled Compd Radiopharm , 1994 , 34 : 989 J Labelled Compd Radiopharm Booher R N . Pohland A. J Med Cham . 1975 , 18 : 266 Pohland A. J Med Cham Hobson J D. McCluskey J G . J Chem Soc , 1967 , 92 : 2015 J Chem Soc 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 1999-06-02 1999-11-01 2021-02-05 1999 Nuclear Science and Techniques 4 10