Nicotyrine

Nicotyrine
Names
IUPAC name
3-(1-methylpyrrol-2-yl)pyridine
Other names
  • alpha-nicotyrine
  • beta-nicotyrine
  • ss-nicotyrine
  • 3,2'-nicotyrine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.956
EC Number
  • 207-651-1
KEGG
UNII
  • InChI=1S/C10H10N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2-8H,1H3
    Key: RYFOJXFXERAMLS-UHFFFAOYSA-N
  • CN1C=CC=C1C2=CN=CC=C2
Properties
C10H10N2
Molar mass 158.204 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

Nicotryine is lesser known and minor tobacco alkaloid. It inhibits metabolism of nicotine through CYP2A6 enzyme inhibition (Ki = 7.5 ± 2.9). It also inhibits CYP2A13 (Ki = 5.6 ± 0.86) which might play role in nicotine metabolism. Nicotyrine is formed by gradual oxidation of nicotine in e-liquids and causes delayed nicotine clearance and attenuated withdrawal symptoms.

It has insecticidal properties like nicotine and certain derivatives have been synthesized for that property.