An internal standard for the quantification of (±)-nicotine
Related Products
Unlabeled Version(s)
16535(±)-Nicotine
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(±)-Nicotine-d3

Item No. 18256

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[1-(methyl-d3)-2-pyrrolidinyl]-pyridine
CAS Number
69980-24-1
Synonyms
  • DL-Nicotine-d3
  • ​(±)-Nicotine-methyl-d3
Molecular Formula
C10H11D3N2
Formula Weight
165.3
Purity
≥99% deuterated forms (d1-d3)
Formulation
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMF: 50 mg/mlDMSO: 30 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
262 nm
SMILES
[2H]C([2H])([2H])N1CCCC1C2=CC=CN=C2
InChi Code
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/i1D3
InChi Key
SNICXCGAKADSCV-FIBGUPNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $41

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    10 mg

    $69

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    25 mg

    $157

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    50 mg

    $215

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    Product Description

    (±)-Nicotine-d3 is intended for use as an internal standard for the quantification of (±)-nicotine (Item No. 16535) by GC- or LC-MS. (±)-Nicotine is the racemic mixture of the dominant alkaloid found in tobacco plants. It acts as an agonist at neuronal nicotinic acetylcholine receptors (nAChRs; Kis = 481 and 11.1 nM for α3β4 and α4β2 subtypes, respectively) and possesses addictive and teratogenic properties.1 (−)-(S)-Nicotine is significantly more active at binding nAChRs compared to the (+)-(R) antipode, thus nicotine is typically synthesized as (−)-(S)-nicotine with only 0.2-1% of the (+)-(R) isomer present.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zaveri, N., Jiang, F., Olsen, C., et al. Novel α3β4 nicotinic acetylcholine receptor-selective ligands. Discovery, structure-activity studies, and pharmacological evaluation. J. Med. Chem. 53(22), 8187-8191 (2010).

    2. Clayton, P., Lu, A., and Bishop, L. The pyrolysis of (−)-(S)-nicotine: Racemization and decomposition. Chirality 22(4), 442-446 (2010).