Molecular structure of (±)-6-Methylnicotine, CAS Number: 101540-79-8
(±)-6-Methylnicotine (CAS 101540-79-8)
Alternate Names:
3-Methyl-6-(1-methyl-2-pyrrolidinyl)pyridine
Application:
(±)-6-Methylnicotine is a metabolite of nicotine
CAS Number:
101540-79-8
Molecular Weight:
176.26
Molecular Formula:
C11H16N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
(±)-6-Methylnicotine is a derivative of Nicotine (sc-212834) with a methyl substitution at the 6-position of the pyridine ring. 6-Methylnicotine has been used as a precursor in the preparation of other 6-subtituted Nicotine derivatives with novel activity at the nAChR (nicotinic acetylcholine receptors).
(±)-6-Methylnicotine (CAS 101540-79-8) References
- (-)6-n-Propylnicotine antagonizes the antinociceptive effects of (-)nicotine. | Dukat, M., et al. 2002. Bioorg Med Chem Lett. 12: 3005-7. PMID: 12270194
- Pyrrolidonyl and pyridyl alkaloids in Lymantria dispar. | Deml, R. 2003. Z Naturforsch C J Biosci. 58: 860-6. PMID: 14713166
- 6-(2-Phenylethyl)nicotine: a novel nicotinic cholinergic receptor ligand. | Ramunno, A., et al. 2005. Bioorg Med Chem Lett. 15: 3237-40. PMID: 15925512
- A New and Efficient Approach to the Synthesis of Nicotine and Anabasine Analogues. | Huang, K., et al. 2009. J Heterocycl Chem. 46: 1252-1258. PMID: 20161612
- Structure-activity relationship of ibogaine analogs interacting with nicotinic acetylcholine receptors in different conformational states. | Arias, HR., et al. 2011. Int J Biochem Cell Biol. 43: 1330-9. PMID: 21642011
- A comprehensive methodology for the chiral separation of 40 tobacco alkaloids and their carcinogenic E/Z-(R,S)-tobacco-specific nitrosamine metabolites. | Hellinghausen, G., et al. 2018. Talanta. 181: 132-141. PMID: 29426492
- Comparative analyses of transcriptome sequencing and carcinogenic exposure toxicity of nicotine and 6-methyl nicotine in human bronchial epithelial cells. | Qi, H., et al. 2023. Toxicol In Vitro. 93: 105661. PMID: 37586650
- An electronic cigarette pod system delivering 6-methyl nicotine, a synthetic nicotine analog, marketed in the United States as 'PMTA exempt'. | Jordt, SE., et al. 2023. medRxiv.. PMID: 38045384
- High Variability in Nicotine Analog Contents, Misleading Labeling, and Artificial Sweetener in New E-Cigarette Products Marketed as 'FDA-Exempt'. | Erythropel, HC., et al. 2024. medRxiv.. PMID: 38766027
- Pyrrolidine-substituted nicotine analogs: synthesis and pharmacology. | Hankins, W. and Burger, A. 1970. J Pharm Sci. 59: 342-4. PMID: 5416175
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(±)-6-Methylnicotine, 5 mg | sc-210537 | 5 mg | $398.00 |