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Syntheses of ( R , S )‐naproxen and its 6‐ O ‐desmethylated metabolite labelled with 2 H
Author(s) -
Fontana E.,
Venegoni S.
Publication year - 2008
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.1511
Subject(s) - chemistry , metabolite , naproxen , demethylation , reagent , stereochemistry , chromatography , organic chemistry , biochemistry , medicine , gene expression , alternative medicine , pathology , dna methylation , gene
Naproxen, a well‐known non‐steroidal anti‐inflammatory drug, and its 6‐ O ‐desmethylated metabolite have been labelled with 2 H. ( R , S )‐Naproxen 7 labelled with 2 H was obtained in five steps using the commercially available [ 2 H 3 ]iodomethane 5 as the stable labelled reagent. The demethylation of 7 using 48% HBr in 1‐butyl‐3‐methylimidazolium tetrafluoborate gave the corresponding 2 H‐labelled 6‐ O ‐desmethylated metabolite 8. Copyright © 2008 John Wiley & Sons, Ltd.