Date published: 2025-10-2

1-800-457-3801

SCBT Portrait Logo
Seach Input

N-Nitroso-N-methylaniline (CAS 614-00-6)

0.0(0)
Write a reviewAsk a question

See product citations (1)

Alternate Names:
N-Methyl-N-nitrosoaniline; N-Nitrosomethylphenylamine; Phenylmethylnitrosamine
Application:
N-Nitroso-N-methylaniline is a compounds used to study enzymatic denitrosation
CAS Number:
614-00-6
Molecular Weight:
136.15
Molecular Formula:
C7H8N2O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

N-Nitroso-N-methylaniline is a nitrosylated N-methyl aniline that is described to form adducts with DNA. N-Nitroso-N-methylaniline is useful for studying enzymatic denitrosation processes. N-demethylation of N-Nitroso-N-methylaniline catalysed by cytochrome P450 is described to proceed through an electrophilic benzenediazonium ion which is demonstrated to form triazene DNA adducts at the N6-position of adenine residues.


N-Nitroso-N-methylaniline (CAS 614-00-6) References

  1. Direct evidence for the formation of deoxyribonucleotide adducts from carcinogenic N-nitroso-N-methylaniline revealed by the 32P-postlabeling technique.  |  Stiborová, M., et al. 1999. Cancer Lett. 138: 61-6. PMID: 10378774
  2. Role of cytochrome P-450IIE1 in N-nitroso-N-methylaniline induced hepatocyte cytotoxicity.  |  Quan, Z., et al. 1992. Chem Biol Interact. 83: 221-33. PMID: 1516150
  3. Mechanism of DNA binding by the oesophageal carcinogen N-nitroso-N-methylaniline.  |  Koepke, SR., et al. 1991. IARC Sci Publ. 346-50. PMID: 1855878
  4. Metabolic denitrosation of N-nitroso-N-methylaniline: detection of amine-metabolites.  |  Scheper, T., et al. 1991. Chem Biol Interact. 77: 81-96. PMID: 1983965
  5. The binding affinity of carcinogenic N-nitrosodimethylamine and N-nitrosomethylaniline to cytochromes P450 2B4, 2E1 and 3A6 does not dictate the rate of their enzymatic N-demethylation.  |  Sulc, M., et al. 2010. Gen Physiol Biophys. 29: 175-85. PMID: 20577029
  6. Evidence for an unstable DNA adduct from N-nitroso-N-methylaniline.  |  Koepke, SR., et al. 1990. Chem Res Toxicol. 3: 17-20. PMID: 2131819
  7. Demonstration of in vivo formation of the nitrosamine N-nitroso-N-methylaniline from amyl nitrite.  |  Mirvish, SS. and Ramm, MD. 1987. Cancer Lett. 36: 125-9. PMID: 2887279
  8. An investigation of the metabolism of N-nitroso-N-methylaniline by phenobarbital- and pyrazole-induced Sprague-Dawley rat liver and esophagus derived S-9.  |  Gold, B., et al. 1987. Chem Biol Interact. 61: 215-28. PMID: 3568192
  9. N-nitroso-N-methylaniline: possible mode of DNA modification.  |  Koepke, SR., et al. 1987. IARC Sci Publ. 68-70. PMID: 3679445
  10. [The effect of N-nitroso-N-methylaniline and N-nitroso-N-ethylaniline on the rat embryo].  |  Aleksandrov, VA. 1968. Vopr Onkol. 14: 37-8. PMID: 5653598
  11. The effect of substituents in the aromatic ring on carcinogenicity of N-nitrosomethylaniline in F344 rats.  |  Kroeger-Koepke, MB., et al. 1983. Carcinogenesis. 4: 157-60. PMID: 6402317
  12. Metabolism of 15N-labelled N-nitrosodimethylamine and N-nitroso-N-methylaniline by isolated rat hepatocytes.  |  Koepke, SR., et al. 1984. Biochem Pharmacol. 33: 1509-13. PMID: 6732867
  13. alpha-Hydroxylation pathway in the in vitro metabolism of carcinogenic nitrosamines: N-nitrosodimethylamine and N-nitroso-N-methylaniline.  |  Kroeger-Koepke, MB., et al. 1981. Proc Natl Acad Sci U S A. 78: 6489-93. PMID: 6947239
  14. Metabolism of carcinogenic N-nitroso-N-methylaniline by purified cytochromes P450 2B1 and P450 2B2.  |  Stiborová, M., et al. 1996. Cancer Lett. 110: 11-7. PMID: 9018075
  15. An investigation of the metabolism of N-nitrosodimethylamine and N-nitrosomethylaniline by horseradish peroxidase in vitro.  |  Stiborová, M., et al. 1997. Gen Physiol Biophys. 16: 285-97. PMID: 9452949

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Nitroso-N-methylaniline, 25 mg

sc-208051A
25 mg
$179.00

N-Nitroso-N-methylaniline, 50 mg

sc-208051
50 mg
$272.00

N-Nitroso-N-methylaniline, 100 mg

sc-208051B
100 mg
$404.00

N-Nitroso-N-methylaniline, 250 mg

sc-208051C
250 mg
$914.00

N-Nitroso-N-methylaniline, 500 mg

sc-208051D
500 mg
$1638.00