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Preparation of the antioestrogenic compound N ‐[methyl‐ 11 C]‐toremifene for the study of oestrogen‐receptor positive tumors in vivo
Author(s) -
Någren Kjell,
Takahashi Toshihiro,
Lehikoinen Pertti,
Bergman Jörgen
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290915
Subject(s) - chemistry , methyl iodide , high performance liquid chromatography , citric acid , yield (engineering) , nuclear chemistry , in vivo , radiosynthesis , toremifene , iodide , radiochemistry , chromatography , medicinal chemistry , organic chemistry , cancer , medicine , materials science , microbiology and biotechnology , breast cancer , metallurgy , biology , tamoxifen
Abstract The synthesis of the antioestrogenic compound N ‐[methyl‐ 11 C]toremifene ( N ‐[methyl‐ 11 C]‐(Z)‐2‐(4‐(4‐chloro‐1,2‐diphenyl‐1‐butenyl)‐ phenoxy)‐ N , N ‐dimethylethylamine) by alkylation with [ 11 C]methyl iodide of the desmethyl precursor, generated in situ from the corresponding citrate with 2,2,6,6‐tetramethylpiperidine (TMP), is reported. The reaction product was purified with high performance liquid chromatography (HPLC) using either normal or reversed phase conditions. After solubilization by sonication in citric acid / propylene glycol / water the chemically and radiochemically pure product was obtained in 55–65 % radiochemical yield (decay corrected from [ 11 C]methyl iodide) in 40–45 min after end of bombardment (EOB).