Date published: 2025-12-18

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(R,S)-Nornicotine (CAS 5746-86-1)

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Alternate Names:
3-(2-Pyrrolidinyl)pyridine; 2-(Pyridin-3-yl)pyrrolidine; DL-Nornicotine
Application:
(R,S)-Nornicotine is a metabolite of Nicotine
CAS Number:
5746-86-1
Purity:
≥97%
Molecular Weight:
148.20
Molecular Formula:
C9H12N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(R,S)-Nornicotine can catalyze aqueous aldol reactions. It is a metabolite of Nicotine. (R,S)-Nornicotine is an activator of AChR. Nornicotine exerts its effects by interacting with the nicotinic acetylcholine receptors found in the brain and body. These receptors play a role in the release of neurotransmitters, including dopamine and serotonin. By binding to these receptors, nornicotine stimulates their activation and facilitates the release of these essential neurotransmitters.


(R,S)-Nornicotine (CAS 5746-86-1) References

  1. Evidence for the involvement of tetrahydrofolate in the demethylation of nicotine by Nicotiana plumbaginifolia cell-suspension cultures.  |  Mesnard, F., et al. 2002. Planta. 214: 911-9. PMID: 11941468
  2. Nicotine demethylation in Nicotiana cell suspension cultures: N'-formylnornicotine is not involved.  |  Bartholomeusz, TA., et al. 2005. Phytochemistry. 66: 2432-40. PMID: 16139853
  3. Investigation of the mechanism of nicotine demethylation in Nicotiana through 2H and 15N heavy isotope effects: implication of cytochrome P450 oxidase and hydroxyl ion transfer.  |  Molinié, R., et al. 2007. Arch Biochem Biophys. 458: 175-83. PMID: 17254540
  4. Screening of tobacco smoke condensate for nicotinic acetylcholine receptor ligands using cellular membrane affinity chromatography columns and missing peak chromatography.  |  Maciuk, A., et al. 2008. J Pharm Biomed Anal. 48: 238-46. PMID: 18187282
  5. Quantification of nicotine, cotinine, trans-3'-hydroxycotinine, nornicotine and norcotinine in human meconium by liquid chromatography/tandem mass spectrometry.  |  Gray, TR., et al. 2008. J Chromatogr B Analyt Technol Biomed Life Sci. 863: 107-14. PMID: 18243821
  6. The enzyme-linked immunosorbent assay (ELISA) method for nicotine metabolites determination in biological fluids.  |  Wielkoszyński, T., et al. 2009. J Pharm Biomed Anal. 49: 1256-60. PMID: 19327926
  7. Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf.  |  Cai, B., et al. 2012. J Biol Chem. 287: 42804-11. PMID: 23100254
  8. Variable nornicotine enantiomeric composition caused by nicotine demethylase CYP82E4 in tobacco leaf.  |  Cai, B. and Bush, LP. 2012. J Agric Food Chem. 60: 11586-91. PMID: 23116221
  9. Spectroscopic studies on nicotine and nornicotine in the UV region.  |  Clayton, PM., et al. 2013. Chirality. 25: 288-93. PMID: 23494810
  10. Nicotine pharmacokinetics in rats is altered as a function of age, impacting the interpretation of animal model data.  |  Craig, EL., et al. 2014. Drug Metab Dispos. 42: 1447-55. PMID: 24980255
  11. Simultaneous determination of nicotine and its nine metabolites in rat blood utilizing microdialysis coupled with UPLC-tandem mass spectrometry for pharmacokinetic application.  |  Mao, J., et al. 2015. Anal Bioanal Chem. 407: 4101-9. PMID: 25824453
  12. Mechanism of the Flavoprotein L-Hydroxynicotine Oxidase: Kinetic Mechanism, Substrate Specificity, Reaction Product, and Roles of Active-Site Residues.  |  Fitzpatrick, PF., et al. 2016. Biochemistry. 55: 697-703. PMID: 26744768
  13. Gas Chromatography-Mass Spectrometry Method for Simultaneous Detection of Nine Alkaloids in Tobacco and Tobacco Products by QuEChERS Sample Preparation.  |  Li, X., et al. 2019. Anal Sci. 35: 849-854. PMID: 30930354
  14. Analysis and differentiation of tobacco-derived and synthetic nicotine products: Addressing an urgent regulatory issue.  |  Cheetham, AG., et al. 2022. PLoS One. 17: e0267049. PMID: 35421170

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(R,S)-Nornicotine, 250 mg

sc-212644
250 mg
$237.00

What solvents is nornicotine soluble in.

Asked by: Anise
Thank you for your question. This is soluble in acetone, chloroform and water (50mg/ml).
Answered by: Technical Support
Date published: 2017-04-06
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Rated 5 out of 5 by from Great company!Great company and great product, would do business again soon!
Date published: 2017-09-05
Rated 5 out of 5 by from (R,S)-NornicitneI bought this a few weeks ago. The pricing was good and the delivery was fast. Whenever I am searching for chemicals Santa Cruz is first on my list
Date published: 2017-04-21
Rated 5 out of 5 by from Various publications cite the use of (RVarious publications cite the use of (R,S)-Nornicotine, a metabolite of nicotine, to catalyze aqueous aldol reactions. -SCBT Publication Review
Date published: 2015-01-20
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(R,S)-Nornicotine is rated 5.0 out of 5 by 3.
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