An internal standard for the quantification of N'-nitrosonornicotine
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Unlabeled Version(s)
34120N'-Nitrosonornicotine
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N′-Nitrosonornicotine-d4

Item No. 35604

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(1-nitroso-2-pyrrolidinyl)-pyridine-2,3,4,6-d4
CAS Number
66148-19-4
Synonyms
  • NNN-d4
Molecular Formula
C9H7D4N3O
Formula Weight
181.2
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
O=NN1C(C2=C([2H])N=C([2H])C([2H])=C2[2H])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/i1D,3D,5D,7D
InChi Key
XKABJYQDMJTNGQ-DNZPNURCSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $91

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    10 mg

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    Product Description

    N′-Nitrosonornicotine-d4 is intended for use as an internal standard for the quantification of N′-nitrosonornicotine (Item No. 34120) by GC- or LC-MS. 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).