An internal standard for the quantification of (±)-nornicotine
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Unlabeled Version(s)
20505(±)-Nornicotine
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(±)-Nornicotine-d4

Item No. 35242

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(2-pyrrolidinyl)-pyridine-2,3,4,6-d4
CAS Number
66148-18-3
Synonyms
  • DL-Nornicotine-d4
  • (R,S)-Nornicotine-d4
Molecular Formula
C9H8D4N2
Formula Weight
152.2
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 10 mg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
[2H]C1=NC([2H])=C(C2NCCC2)C([2H])=C1[2H]
InChi Code
InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/i1D,3D,5D,7D
InChi Key
MYKUKUCHPMASKF-DNZPNURCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $70

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    5 mg

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    10 mg

    $579

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    Product Description

    (±)-Nornicotine-d4 is intended for use as an internal standard for the quantification of (±)-nornicotine (Item No. 20505) by GC- or LC-MS. (±)-Nornicotine is an active metabolite of nicotine (Item No. 16535) and a nicotinic acetylcholine receptor (nAChR) agonist.1 It induces currents in Xenopus oocytes expressing human α7 nAChRs or α6 subunit-containing nAChRs (EC50s = 17 and 3.7 µM, respectively). (±)-Nornicotine promotes cell migration and destabilizes cell-cell junctions in EA.hy926 endothelial cells.2 It is self-administered in rats.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Papke, R.L., Dwoskin, L.P., and Crooks, P.A. The pharmacological activity of nicotine and nornicotine on nAChRs subtypes: Relevance to nicotine dependence and drug discovery. J. Neurochem. 101(1), 160-167 (2007).

    2. Gagat, M., Grzanka, D., Izdebska, M., et al. Nornicotine impairs endothelial cell-cell adherens junction complexes in EA.hy926 cell line via structural reorganization of F-actin. Folia Histochem. Cytobiol. 51(3), 179-192 (2013).

    3. Bardo, M.T., Green, T.A., Crooks, P.A., et al. Nornicotine is self-administered intravenously by rats. Psychopharmacology (Berl) 146(3), 290-296 (1999).

    4. Hoffman, A.C., and Evans, S.E. Abuse potential of non-nicotine tobacco smoke components: Acetaldehyde, nornicotine, cotinine, and anabasine. Nicotine Tob. Res. 15(3), 622-632 (2013).