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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:
Molecular Weight:
177.20
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material

Quality Level

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

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. This Certified Spiking Solution® is suitable for use in nicotine testing or environmental monitoring by LC-MS/MS or GC/MS.

Application


  • Validated Stability Indicating Chromatographic Methods for Quantification of Imidocarb Dipropionate; Application for the Determination of Its Residues in Bovine Meat and Milk Samples.: This study developed and validated chromatographic methods using silica gel 60 F₂₅₄ TLC plates to quantify imidocarb dipropionate residues in bovine meat and milk, highlighting the technique′s stability and reliability in complex matrices (Sedik et al., 2020).

  • Development and Validation of Chromatographic Methods for Simultaneous Determination of Paracetamol, Orphenadrine Citrate and Caffeine in Presence of P-aminophenol; Quantification of P-aminophenol Nephrotoxic Impurity Using LC-MS/MS.: This research outlines the development and validation of chromatographic methods on silica gel 60 F₂₅₄ TLC plates for analyzing paracetamol, orphenadrine citrate, and caffeine alongside their nephrotoxic impurities, demonstrating the plate′s effectiveness in simultaneous multi-analyte detection (Boltia et al., 2020).

  • Simultaneous Quantification of Chlorpheniramine, Phenylephrine, Guaifenesin in Presence of Preservatives with Detection of Related Substance Guaiacol in their Cough Syrup by RP-HPLC and TLC-Densitometric Methods.: This study developed RP-HPLC and TLC-densitometric methods using silica gel 60 F₂₅₄ TLC plates for the quantification of active ingredients and preservatives in cough syrup, showcasing the plate′s utility in pharmaceutical quality control (Boltia et al., 2019).

  • Quantitative Determination of Synthesized Genotoxic Impurities in Nifuroxazide Capsules by Validated Chromatographic Methods.: This work validated chromatographic methods using silica gel 60 F₂₅₄ TLC plates for quantifying genotoxic impurities in nifuroxazide capsules, emphasizing the plate′s precision in detecting trace contaminants (Abdelwahab et al., 2018).

  • High-performance Thin-layer Chromatography Method Development, Validation, and Simultaneous Quantification of Four Compounds Identified in Standardized Extracts of Orthosiphon stamineus.: This research presents a validated HPTLC method on silica gel 60 F₂₅₄ TLC plates for simultaneous quantification of compounds in herbal extracts, highlighting the plate′s role in natural product analysis (Hashim et al., 2016).


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

related product

Product No.
Description
Pricing

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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.
Beibei Zhao et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 899, 103-108 (2012-06-01)
N'-nitrosonornicotine (NNN) is a strong carcinogen. The metabolic study of NNN in vivo will help us to further understand it, however, trace detection in complex matrices requires highly sensitive detection methods. After the chromatographic conditions and mass spectrometric conditions had

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