CAS 491-26-9: Nicotine 1′-N-oxide

Nicotine 1'-N-oxide is a major metabolite of nicotine in human urine. It is not only a metabolic product of nicotine but also an active substance that has been shown to bind to the nicotinic acetylcholine receptor at the neuromuscular junction, where it mimics the effects of nicotine. Nicotine 1'-N-oxide has been shown to be an insulin-sensitive agent that stimulates glucose uptake and utilization in skeletal muscle cells and insulin secretion in pancreatic β-cells. It has also been found to have inhibitory effects on glycogen synthase, which may contribute to its role as a glycogenolytic agent.

Stability Light Sensitive Applications Nicotine-1’-N-oxide is a derivative of Nicotine (N412420) found in the leaves, stems, and roots of N. tabacum, N. affinis and N. sylvestris. Nicotine-1’-N-oxide has also been identified as a metabolite of nicotine in animals and in man. The metabolism of nicotine in man proceeds by alternative routes of oxidation of nitrogen to form nicotine-1’-N-oxide (both diastereomers) or cotinine. A representative lot had a 1.0 : 1.6 ratio. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Phillipson, J.D., et al.: Phytochemistry, 14, 2683 (1975)

Nicotine impurity standard