rac N'-Nitrosonornicotine

Names

[ Name ]:
rac N'-Nitrosonornicotine

[Synonym ]:
[3H]-(+/-)-N'-Nitrosonornicotine
nitroso-propyl-carbamic acid ethyl ester
N-Propyl-N-nitrosourethane
N-nitroso-N-n-propylurethane
3-(1-nitroso-pyrrolidin-2-yl)-pyridine
N-Propyl-N-nitrosourethan
N-Nitroso-N-propyl-urethan
CARBAMIC ACID,N-NITROSO-N-PROPYL-,ETHYL ESTER
1'-nitroso-6'-nor-nicotine
Nitroso-propyl-carbamidsaeure-aethylester
N-nitrosonornicotine
N-Nitroso-nornicotin

Biological Activity

[Description]:

3-(1-Nitrosopyrrolidin-2-yl)pyridine is a major tobacco-specific nitrosamine[1].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Gao Y, Miksys S, Palmour RM, Tyndale RF. The Influence of Tobacco Smoke/Nicotine on CYP2A Expression in Human and African Green Monkey Lungs. Mol Pharmacol. 2020;98(6):658-668.

Chemical & Physical Properties

[ Boiling Point ]:
154ºC at 0.2 MM HG

[ Melting Point ]:
43-45ºC

[ Molecular Formula ]:
C₉H₁₁N₃O

[ Molecular Weight ]:
177.20300

[ Flash Point ]:
9℃

[ Exact Mass ]:
177.09000

[ PSA ]:
45.56000

[ LogP ]:
1.83780

[ Storage condition ]:
-20°C Freezer

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H351

[ Precautionary Statements ]:
P281-P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
F,T

[ Risk Phrases ]:
25-40-39/23/24/25-23/24/25-11

[ Safety Phrases ]:
36/37-45-16

[ RIDADR ]:
UN2811 6.1/PG 3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Genome-wide analysis of DNA methylation dynamics during early human development.

PLoS Genet. 10(12) , e1004868, (2014)

DNA methylation is globally reprogrammed during mammalian preimplantation development, which is critical for normal development. Recent reduced representation bisulfite sequencing (RRBS) studies sugge...

Tobacco-specific N-nitrosamine exposures and cancer risk in the Shanghai Cohort Study: remarkable coherence with rat tumor sites.

Int. J. Cancer 134(10) , 2278-83, (2014)

The tobacco-specific nitrosamines N'-nitrosonornicotine (NNN) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) are potent carcinogens for the rat esophagus and lung, respectively. Consistent w...

Evidence supporting product standards for carcinogens in smokeless tobacco products.

Cancer Prev. Res. (Phila.) 8(1) , 20-6, (2015)

Smokeless tobacco products sold in the United States vary significantly in yields of nicotine and tobacco-specific nitrosamines (TSNA). With the passage of the Family Smoking Prevention and Tobacco Co...