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
✍ Scribed by James C. Wiley Jr.; David H. T. Chien; Nancy A. Nungesser; Dorothy Lin; Stephen S. Hecht
- Publisher
- John Wiley and Sons
- Year
- 1988
- Tongue
- French
- Weight
- 349 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
The carcinogenic tobacco-specif ic nitrosamines 4- (methylnitrosemino) -1-(3-pyridyl) -1-butanone (NNK) and N'-nitrosonornicotine (NNN), as well as the model compound 4-(carbethoxynitrosamino) -1-(3-pyridyl) -1butanone, 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.
📜 SIMILAR VOLUMES
## Abstract Urinary metabolites of the tobacco‐specific nitrosamine 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone (NNK), 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanol (NNAL) and its glucuronides, termed total NNAL, have recently been shown to be good predictors of lung cancer risk, years before di
The expression profile of adenoma induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in A/J mice was compared with that of normal lung tissue by suppression subtractive hybridization (SSH). The mRNAs of surfactant-associated protein A (SP-A) and lysozyme showed characteristically higher
## Abstract The synthesis of high specific activity tritium‐labeled 4‐(acetoxymethylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone is reported. This compound was prepared by tritiation of 4‐(acetoxymethylnitrosamino)‐1‐[3‐(5‐bromo)‐pyridyl]‐1‐butanone (5‐BrNNKOAc) in the presence of 10% Pd/C catalyst, yield
Sufficient evidence has demonstrated that cigarette smoking is causally associated with various types of human cancers. In the United States, about 90% of deaths from lung cancer among men and 79% of those among women are associated with smoking. Tobacco-specific nitrosamines are formed from nicotin
## Abstract ## BACKGROUND In the United States, Blacks who smoke cigarettes have a higher mean blood concentration of the nicotine metabolite cotinine than White smokers. It has not been determined whether there are racial differences in the exposure to the cigarette smoke carcinogen 4‐(methylnitr