N-Nitrosonornicotine

N-Nitrosonornicotine
Skeletal formula of NNN
Chemical name	N-Nitrosonornicotine
Chemical formula	C9H11N3O
Appearance	oily yellow liquid
Molecular mass	177.20 g/mol
Melting point	47 °C
Boiling point	154 °C
CAS number	16543-55-8
SMILES	O=NN1CCCC1c2cccnc2

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Overview

N-Nitrosonornicotine (abbreviated NNN) is a nitrosamine found in tobacco that has been classified by the IARC as a Group 2B carcinogen.

Although no adequate studies of the relationship between exposure to NNN and human cancer have been reported, there is sufficient evidence that NNN causes cancer in experimental animals.

NNN is found in a variety of tobacco products including chewing tobacco, snuff, cigarettes, and cigars. It is present in smoke from cigars and cigarettes, in the saliva of people who chew betel quid with tobacco, and in the saliva of oral-snuff users. NNN is produced by the nitrosation of nicotine during the curing, ageing, processing, and smoking of tobacco. Roughly half of the NNN originates in the unburnt tobacco, with the remainder being formed during burning.

Some of the NNN present in the saliva of tobacco users is produced endogenously from nitrite in saliva and tobacco alkaloids including nicotine.

External links

• NTP Report on Carcinogens (11th Ed.)

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