An N-nitrosamine and a carcinogen
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Labeled Version(s)
35604N′-Nitrosonornicotine-d4
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N'-Nitrosonornicotine

Item No. 34120

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(1-nitroso-2-pyrrolidinyl)-pyridine
CAS Number
80508-23-2
Synonyms
  • NNN
Molecular Formula
C9H11N3O
Formula Weight
177.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
O=NN1C(C2=CN=CC=C2)CCC1
InChi Code
InChI=1S/C9H11N3O/c13-11-12-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5,7,9H,2,4,6H2
InChi Key
XKABJYQDMJTNGQ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N’-Nitrosonornicotine is a tobacco-specific N-nitrosamine and carcinogen that has been found in unburned tobacco and cigarette smoke.1 It induces the formation of DNA adducts in isolated rat nasal mucosa and esophagus. N'-Nitrosonornicotine induces tumor formation in rat esophagus and nasal cavity, mouse lung, forestomach, and trachea, and hamster trachea and forebrain. Urinary levels of N'-nitrosonornicotine are positively correlated with the risk of esophageal cancer in smokers.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hecht, S.S. Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines. Chem. Res. Toxicol. 11(6), 559-603 (1998).

    2. Yuan, J.-M., Knezevich, A.D., Wang, R., et al. Urinary levels of the tobacco-specific carcinogen N'-nitrosonornicotine and its glucuronide are strongly associated with esophageal cancer risk in smokers. Carcinogenesis 32(9), 1366-1371 (2011).