A tobacco-specific nitrosamine
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Product Type

Biochemicals

Research Area

(R,S)-N-Nitrosoanatabine

Item No. 33851

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,3,6-tetrahydro-1-nitroso-2,3′-bipyridine
CAS Number
887407-16-1
Synonyms
  • N-NAT
  • N’-Nitrosoanatabine
Molecular Formula
C10H11N3O
Formula Weight
189.2
Purity
≥98%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleEthyl Acetate: Slightly soluble
SMILES
O=NN1CC=CCC1C2=CN=CC=C2
InChi Code
InChI=1S/C10H11N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h1-4,6,8,10H,5,7H2
InChi Key
ZJOFAFWTOKDIFH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $134

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    5 mg

    $333

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    Product Description

    (R,S)-N-Nitrosoanatabine (N-NAT) is a tobacco-specific nitrosamine (TSNA) that has been found in tobacco, tobacco products, and electronic cigarettes.1,2 The (S) enantiomer comprises approximately 80% of the N-NAT found in commercial and research cigarettes and smokeless tobacco.3 Unlike other TSNAs, N-NAT is not carcinogenic in rats when administered at doses of 1, 3, and 9 mmol/kg.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hoffmann, D., Rivenson, A., Amin, S., et al. Dose-response study of the carcinogenicity of tobacco-specific N-nitrosamines in F344 rats. J. Cancer Res. Clin. Oncol. 108(1), 81-86 (1984).

    2. Kim, H.-J., and Shin, H.-S. Determination of tobacco-specific nitrosamines in replacement liquids of electronic cigarettes by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A 1291, 48-55 (2013).

    3. Carmella, S.G., McIntee, E.J., Chen, M., et al. Enantiomeric composition of N'-nitrosonornicotine and N'-nitrosoanatabine in tobacco. Carcinogenesis 21(4), 839-843 (2000).