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Synthesis of 4‐ (methylnitrosamino)‐1‐ (3‐pyridyl)‐1‐butanone, 4‐ (carbethoxynitrosamino)‐1‐ (3‐pyridyl)‐1‐butanone, and N′ ‐nitrosonornicotine labelled with tritium in the pyridine ring
Author(s) -
Wiley James C.,
Chien David H. T.,
Nungesser Nancy A.,
Lin Dorothy,
Hecht Stephen S.
Publication year - 1988
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.2580250703
Subject(s) - chemistry , tritium , butanone , pyridine , ring (chemistry) , carcinogen , nitrosamine , tritium illumination , medicinal chemistry , stereochemistry , radiochemistry , organic chemistry , physics , solvent , nuclear physics
The carcinogenic tobacco‐specific nitrosamines 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone (NNK) and N′‐nitrosonornicotine (NNN), as well as the model compound 4‐(carbethoxynitrosamino)‐1‐(3‐pyridyl)‐1‐butanone, were synthesized with tritium at the 5‐position of the pyridine ring. In each case, the tritium labelled compound was prepared by catalytic tritium replacement of the corresponding brominated precursor.