Date published: 2026-5-17

1-800-457-3801

SCBT Portrait Logo
Seach Input

rac N′-Nitrosonornicotine (CAS 80508-23-2)

0.0(0)
Write a reviewAsk a question

Alternate Names:
3-(1-Nitroso-2-pyrrolidinyl)pyridine
Application:
rac N′-Nitrosonornicotine is a nicotine derivative
CAS Number:
80508-23-2
Molecular Weight:
177.20
Molecular Formula:
C9H11N3O
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

rac N′-Nitrosonornicotine is a compound of interest in the field of chemical research, particularly in studies related to its formation and stability. It is often used as a reference compound in the analysis of nitrosamines, which are of significant concern due to their occurrence in various environmental matrices. In analytical chemistry, rac N′-Nitrosonornicotine serves as a standard for the development and validation of analytical methods, such as chromatography and spectrometry, aimed at detecting trace levels of nitrosamines. The compound is also used in the study of chemical reactions that lead to the formation of nitrosamines, helping researchers understand the conditions that favor their synthesis. Additionally, it is involved in research on the degradation pathways and the environmental fate of nitrosamines. The racemic nature of rac N′-Nitrosonornicotine allows for the investigation of the effects of chirality on its physical and chemical behavior.


rac N′-Nitrosonornicotine (CAS 80508-23-2) References

  1. Carcinogenicity of N'-nitrosonornicotine in Sprague-Dawley rats.  |  Singer, GM. and Taylor, HW. 1976. J Natl Cancer Inst. 57: 1275-6. PMID: 1003559
  2. Tobacco nitrosamine N-nitrosonornicotine as inhibitor of neuronal nicotinic acetylcholine receptors.  |  Nunes-Alves, A., et al. 2013. J Mol Neurosci. 49: 52-61. PMID: 22847530
  3. Nornicotine nitrosation in saliva and its relation to endogenous synthesis of N'-nitrosonornicotine in humans.  |  Knezevich, A., et al. 2013. Nicotine Tob Res. 15: 591-5. PMID: 22923602
  4. Levels of (S)-N'-nitrosonornicotine in U.S. tobacco products.  |  Stepanov, I., et al. 2013. Nicotine Tob Res. 15: 1305-10. PMID: 23212437
  5. Combined analysis of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in the urine of cigarette smokers and e-cigarette users.  |  Kotandeniya, D., et al. 2015. J Chromatogr B Analyt Technol Biomed Life Sci. 1007: 121-6. PMID: 26595795
  6. Estrogen receptor activation by tobacco smoke condensate in hormonal therapy-resistant breast cancer cells.  |  Niwa, T., et al. 2017. J Steroid Biochem Mol Biol. 165: 448-457. PMID: 27632897
  7. A simple and highly sensitive UPLC-ESI-MS/MS method for the simultaneous quantification of nicotine, cotinine, and the tobacco-specific carcinogens N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in serum samples.  |  Loukotková, L., et al. 2018. J Chromatogr B Analyt Technol Biomed Life Sci. 1072: 229-234. PMID: 29179064
  8. Grass roots approach to control levels of carcinogenic nitrosamines, NNN and NNK in smokeless tobacco products.  |  Gupta, AK., et al. 2019. Food Chem Toxicol. 124: 359-366. PMID: 30543893
  9. Use of autoclave extraction-supercritical fluid chromatography/tandem mass spectrometry to analyze 4-(methylintrosamino)-1-(3-pyridyl)-1-butanone and N'-nitrosonornicotine in tobacco.  |  Deng, H., et al. 2019. J Chromatogr A. 1595: 207-214. PMID: 30827697
  10. Separation of N'-nitrosonornicotine isomers and enantiomers by supercritical fluid chromatography tandem mass spectrometry.  |  Deng, H., et al. 2021. J Chromatogr A. 1641: 461971. PMID: 33626439
  11. Simultaneous analysis of urinary total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol, N'-nitrosonornicotine, and cotinine by liquid chromatography-tandem mass-spectrometry.  |  Nikam, SS., et al. 2021. Sci Rep. 11: 20007. PMID: 34625573
  12. Assessment of the Exposure to NNN in the Plasma of Smokeless Tobacco Users.  |  Pluym, N., et al. 2022. Chem Res Toxicol. 35: 663-669. PMID: 35298127
  13. The potential role of nicotine in breast cancer initiation, development, angiogenesis, invasion, metastasis, and resistance to therapy.  |  Khodabandeh, Z., et al. 2022. Breast Cancer. 29: 778-789. PMID: 35583594
  14. Mass Spectrometric Quantitation of N'-Nitrosonornicotine-1N-oxide in the Urine of Cigarette Smokers and Smokeless Tobacco Users.  |  Li, Y. and Hecht, SS. 2022. Chem Res Toxicol. 35: 1579-1588. PMID: 36006857

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

rac N′-Nitrosonornicotine, 100 mg

sc-212739
100 mg
$408.00