N-075
(±)-N′-Nitrosonornicotine (NNN) solution
1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®
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Synonym(s):
NNN, NNN solution
Empirical Formula (Hill Notation):
C9H11N3O
Recommended Products
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 Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
Target Organs
Eyes
WGK
WGK 2
Flash Point(F)
51.8 °F
Flash Point(C)
11.0 °C
Regulatory Information
危险化学品
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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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.
Irina Stepanov et al.
Cancer research, 69(21), 8236-8240 (2009-10-22)
N'-nitrosonornicotine (NNN) is a strong carcinogen present in unburned tobacco and cigarette smoke. We here analyze data obtained in two studies, in which a biomarker of exposure to NNN--the sum of NNN and its pyridine-N-glucuronide, called total NNN--was quantified in
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
Tobacco nitrosamine N-nitrosonornicotine as inhibitor of neuronal nicotinic acetylcholine receptors.
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
Major tobacco companies have technology to reduce carcinogen levels but do not apply it to popular smokeless tobacco products.
Stephen S Hecht et al.
Tobacco control, 20(6), 443-443 (2010-10-12)
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