Nitrosamines

Stability Very Volatile
Applications Isotope labelled N-Nitrosodimethylamine is a highly toxic semi-volatile organic compound and a suspected human carcinogen. It induces liver tumors in rats after chronic exposure to low doses (1,2). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA). Environmental contaminants; Food contaminants.
Dangerous Goods Info This compound is forbidden to ship by air under IATA regulations.
References 1. Peto, R. et al.: Cancer Res.1991 Dec 1;51(23 Pt 2):6415-51.2. Lee, ES. et al.: J. Pharm. Pharmacol., 2003 Aug;55(8):1169-74

Applications 2-Phenyl-4-nitrosophenol is an intermediate in the synthesis of (E)-2-((6-Hydroxy-[1,1'-biphenyl]-3-yl)((6-hydroxy-[1,1'-biphenyl]-3-yl)imino)methyl)benzoic Acid which is an impurity of (S)-Cloperastine (C587195); a drug used in the treatment of chronic non-productive cough. Also antitussive.
References Aliprandi, P. et al.: Drugs Exp. Clin. Res., 30, 133 (2004); Aliprandi, P. et al.: Clin. Drug Invest. 22, 209 (2002)

Applications Isotope labelled 5-(4-Nitrosopiperazin-1-yl)benzofuran-2-carboxylic Acid Ethyl Ester is an intermediate in the synthesis of Vilazodone (V265000), a combined serotonin specific reuptake inhibitor (SSRI) and 5-HT1A receptor partial agonist currently under clinical evaluation for the treatment of major depression.
References Hu, B., et al.: Org. Proc. Res. Develop., 16, 1552 (2012); Heinrich, T., et al.: J. Med. Chem., 47, 4684 (2004);

Applications (R)-8-Chloro-1-methyl-3-nitroso-2,3,4,5-tetrahydro-1H-benzo[d]azepine-D4 is an intermediate in the synthesis of Lorcaserin hydrochloride (L469897), which is a highly selective 5-HT2C receptor agonist developed for the treatment of obesity.
References Wang, Y., et al.: Drugs. Future., 32, 766 (2007);