Nornicotine

Nornicotine
Names
IUPAC name
3-[(2S)-2-Pyrrolidinyl]pyridine
Other names
Demethylnicotine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.165.066
UNII
  • InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
    Key: MYKUKUCHPMASKF-VIFPVBQESA-N
  • InChI=1/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
    Key: MYKUKUCHPMASKF-VIFPVBQEBM
  • n1cccc(c1)[C@H]2NCCC2
Properties
C9H12N2
Molar mass 148.209 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

Nornicotine is an alkaloid found in various plants including Nicotiana, the tobacco plant. It is chemically similar to nicotine, but does not contain a methyl group.

It is a precursor to the carcinogen N-nitrosonornicotine that is produced during the curing and processing of tobacco. Nornicotine can react in human saliva to form N-nitrosonornicotine, a known type 1 carcinogen.

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