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N-075

Supelco

(±)-N′-Nitrosonornicotine (NNN) solution

1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Synonym(s):

NNN, NNN solution

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About This Item

Empirical Formula (Hill Notation):
C9H11N3O
CAS Number:
80508-23-2
Molecular Weight:
177.20
UNSPSC Code:
41116107
NACRES:
NA.24
Pricing and availability is not currently available.

grade

certified reference material

form

liquid

feature

Snap-N-Spike®/Snap-N-Shoot®

packaging

ampule of 1 mL

manufacturer/tradename

Cerilliant®

concentration

1.0 mg/mL in methanol

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

forensics and toxicology

format

single component solution

storage temp.

−20°C

SMILES string

O=NN1CCCC1c2cccnc2

InChI

1S/C9H11N3O/c13-11-12-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5,7,9H,2,4,6H2

InChI key

XKABJYQDMJTNGQ-UHFFFAOYSA-N

Related Categories

General description

N′-Nitrosonornicotine, also known as NNN, is a nitrosamine and potential carcinogen found in a variety of tobacco products including snuff, cigarettes, chewing tobacco, and cigars. Certified Spiking Solutions® are suitable for use in nicotine testing or environmental monitoring by LC-MS/MS or GC/MS.

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
CERTIFIED SPIKING SOLUTIONS is a registered trademark of Merck KGaA, Darmstadt, Germany
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

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Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11.0 °C - closed cup

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Hongwei Ou et al.
Se pu = Chinese journal of chromatography, 28(8), 754-758 (2011-01-26)
N-nitrosonornicotine (NNN), 4-( methylnitrosamino )-1-(3-pyridyl )-1-butanone (NNK), N-nitrosoanatabine (NAT) and N-nitrosoanabasine (NAB) are the most abundant carcinogens identified in tobacco and tobacco smoke. The accurate quantifications of NNN, NNK, NAT and NAB are necessary to evaluate its impact on the
Panneerselvam Vijayaraj et al.
Antonie van Leeuwenhoek, 99(3), 567-577 (2010-11-04)
A tobacco-specific nitrosamine (TSNA), N-nitrosonornicotine (NNN), is a potent carcinogen present in cigarette smoke, and chronic exposure to it can lead to pulmonary cancer. NNN causes changes in phospholipid metabolism and the mechanism is yet to be elucidated. Exposure of
Karen H Watanabe et al.
Regulatory toxicology and pharmacology : RTP, 55(2), 123-133 (2009-06-23)
The manner in which humans smoke cigarettes is an important determinant of smoking risks. Of the few investigators that have predicted cancer risks from smoking on a chemical-specific basis, most used mainstream cigarette smoke (MCS) carcinogen emissions obtained via machine
Ariane Nunes-Alves et al.
Journal of molecular neuroscience : MN, 49(1), 52-61 (2012-08-01)
Nitrosamines are well known for their carcinogenic potential. Recently, it was found that some of them may also interact with human nicotinic acetylcholine receptor (nAChR) subtypes. This work studied the effects of N-nitrosonornicotine (NNN) on recombinant rat α3β4 nAChR in
Gwendolyn A Marriner et al.
The Journal of organic chemistry, 74(7), 2891-2892 (2009-03-11)
A concise and efficient route to (+/-)-N'-nitrosonornicotine 5'-acetate (NNN-5'-OAc), a stable precursor of the active metabolite 5'-hydroxy(+/-)-N'-nitrosonornicotine NNN-5'-OH is reported. The synthesis utilizes sulfinimine chemistry to give (+/-)-NNN-5'-OAc in 26% yield over 4 steps.
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