Synthesis of Selectively ³H or ¹⁴C-Labeled 2- (4- (2-Thienylcarbonyl) phenyl) propionic Acid

Abstract

2- (4- (2-Thienylcarbonyl) phenyl) propionic acid (suprofen), an anti-inflammatory agent, was labeled with tritium or carbon-14 for the purpose of investigating its metabolic fate in animals. The selectively tritiated suprofen (26.3-32.1 GBq (710-867mCi) lmmol) was obtained by catalytic dehalogenation of the brominated precursor with 185-370 GBq (5-10 Ci) of tritium gas. The labeled position of the suprofen was confirmed by spectral data of the deuterated suprofen similarly synthesized. On the other hand, suprofen-14C (48.8 MBq (1.4 mCi) /mmol) was obtained by five-step synthesis from toluene [methyl-14C] in a 19% yield.