This compound is a precursor of NNK found in tobacco smoke; it exhibits immunosuppressive, mutagenic, and carcinogenic activities. In alveolar and bronchial epithelial cells, this compound inhibits production of IL-8 and MCP-1. This compound also induces the formation of tumors in vivo.
| Cas No. | 56856-83-8 |
|---|---|
| Purity | ≥98% |
| Formula | C4H8N2O3 |
| Formula Wt. | 132.12 |
| Chemical Name | Acetoxymethyl methylnitrosamine |
| IUPAC Name | [methyl(nitroso)amino]methyl acetate |
| Synonym | Methyl(acetoxymethyl)nitrosamine; α-Acetoxy dimethylnitrosamine |
| Solubility | Soluble in water. |
| Appearance | Liquid |
| Store Temp | -20°C |
|---|---|
| Ship Temp | Ambient |
| Info Sheet | N3276 Info Sheet PDF |
|---|
Proulx LI, Gaudreault M, Turmel V, et al. 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a component of tobacco smoke, modulates mediator release from human bronchial and alveolar epithelial cells. Clin Exp Immunol. 2005 Apr;140(1):46-53. PMID: 15762874.
Cloutier JF, Drouin R, Castonguay A. Treatment of human cells with N-Nitroso(acetoxymethyl)methylamine: distribution patterns of piperidine-sensitive DNA damage at the nucleotide level of resolution are related to the sequence context. Chem Res Toxicol. 1999 Sep;12(9):840-9. PMID: 10490506.
Klein RG, Schmezer P, Komitowski D. Carcinogenicity of small doses of inhaled N-nitrosoacetoxymethyl-N-methylamine in Syrian golden hamsters. J Cancer Res Clin Oncol. 1986;111(2):108-9. PMID: 3700456.
