6-Methylnicotine

6-Methylnicotine
Names
	IUPAC name 2-Methyl-5-[(2S)-1-methylpyrrolidin-2-yl]pyridine
	Other names 6-MN
Identifiers
CAS Number	racemic: 101540-79-8; (S) enantiomer: 13270-56-9;
3D model (JSmol)	racemic: Interactive image; (S) enantiomer: Interactive image;
ChemSpider	(S) enantiomer: 32814752;
EC Number	(S) enantiomer: 899-314-6;
PubChem CID	(S) enantiomer: 25768196;
UNII	(S) enantiomer: PEG8AGZ97W;
CompTox Dashboard (EPA)	racemic: DTXSID20157722 ;
	InChI (S) enantiomer: InChI=1S/C11H16N2/c1-9-5-6-10(8-12-9)11-4-3-7-13(11)2/h5-6,8,11H,3-4,7H2,1-2H3/t11-/m0/s1 Key: SWNIAVIKMKSDBJ-NSHDSACASA-N;
	SMILES racemic: CC1=NC=C(C=C1)2CCCN2C; (S) enantiomer: CC1=NC=C(C=C1)[C@@H]2CCCN2C;
Properties
Chemical formula	C11H16N2
Molar mass	176.263 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

6-Methylnicotine (6-MN) is a nicotine analogue in which a methyl group is added at the 6-position of the pyridine ring. It has been identified in certain electronic cigarettes and oral pouch products marketed as nicotine alternatives, sometimes under the trade names Metatine (in disposables) and Nixodine-S (sold as a benzoate salt or free base). Studies in cells, animal models, and early human biomonitoring indicate higher activity at nicotinic acetylcholine receptors and differences in toxicity and metabolism compared with nicotine.

Although sometimes marketed as "not made or derived from tobacco", a 2025 analytical study reported trace natural occurrence of 6-MN in tobacco at a mean of 0.32 micrograms per gram (μg/g) and detected low-μg/mL levels in some previously analysed high-nicotine e-liquids, complicating origin-based regulatory claims.