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A general procedure for isotopic (deuterium) labelling of non‐steroidal antiinflammatory 2‐arylpropionic acids
Author(s) -
Castell José V.,
Martínez Luis A.,
Miranda Miguel A.,
Tárrega Pilar
Publication year - 1994
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.2580340113
Subject(s) - chemistry , deuterium , flurbiprofen , naproxen , labelling , ketoprofen , ibuprofen , nonsteroidal , hydroxylation , organic chemistry , chromatography , pharmacology , biochemistry , medicine , physics , alternative medicine , pathology , quantum mechanics , enzyme
Alkaline treatment of nonsteroidal antiinflammatory 2‐arylpropionic acids in deuterium oxide led in all cases to isotopic exchange of the proton located at the α‐position of the side chain. Monodeuteration was observed in the case of carprofen, ibuprofen, ketoprofen, fenoprofen, flurbiprofen and naproxen. Additional exchange of one or two protons of the heterocyclic ring occurred in indoprofen, suprofen and tiaprofenic acid. The isotopic labelling survived under the conditions required to perform in vitro photoallergic studies (photolysis in non‐deuterated aqueous media).