350508-23-5Relevant academic research and scientific papers
Synthesis of [4-2H2]-, (4R)[4-2H1]-and (4S)[4-2H1]- 4-(methylnitrosamino)-1 -(3′-pyridyl)-1-butanone, c-4 deuteriated isotopomers of the procarcinogen nnk
Pathak, Tanmaya,Thomas, Noel F.,Akhtar, Mahmoud,Gani, David
, p. 1733 - 1744 (1990)
The synthesis of C-4 dideuteriated and both C-4 monodeuteriated enantiomers of NNK, the metabolic precursor to a variety of potential carcinogens, starting from (2S)-glutamic acid and nicotinic acid is described. The route is suitable for the synthesis of NNK isotopomers labelled in each of the putative sites for metabolic activation.
Methyl DNA Phosphate Adduct Formation in Rats Treated Chronically with 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone and Enantiomers of Its Metabolite 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol
Ma, Bin,Zarth, Adam T.,Carlson, Erik S.,Villalta, Peter W.,Upadhyaya, Pramod,Stepanov, Irina,Hecht, Stephen S.
, p. 48 - 57 (2018/05/04)
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a powerful lung carcinogen in animal models and is considered a causative factor for lung cancer in tobacco users. NNK is stereoselectively and reversibly metabolized
