N-075
(±)-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
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
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)
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Customers Also Viewed
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
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)
John M Prins et al.
Journal of proteome research, 12(3), 1282-1288 (2013-01-12)
The association of tobacco smoke with decreased cell motility and wound healing is well documented; however, the cellular mechanisms and specific toxic tobacco constituents responsible for this effect are not well understood. Tobacco-specific N-nitrosamines (TSNAs) are among the most important
Li Li et al.
Chemical research in toxicology, 22(8), 1464-1472 (2009-07-16)
Tobacco-specific nitrosamines, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N'-nitrosonornicotine, are considered to be human carcinogens. Both compounds are metabolized to pyridyloxobutylating intermediates that react with DNA to form adducts such as 7-[4-(3-pyridyl)-4-oxobut-1-yl]guanine, O(2)-[4-(3-pyridyl)-4-oxobut-1-yl]cytosine, O(2)-[4-(3-pyridyl)-4-oxobut-1-yl]-2'-deoxythymidine (O(2)-pobdT), O(6)-[4-(3-pyridyl)-4-oxobut-1-yl]-2'-deoxyguanosine (O(6)-pobdG), and 4-hydroxy-1-(3-pyridyl)-1-butanone-releasing adducts. The role of specific
Michael Urban et al.
Journal of analytical toxicology, 33(5), 260-265 (2009-08-13)
The tobacco-specific nitrosamine N'-nitrosonornicotine (NNN) is carcinogenic to humans (IARC Group 1). Assessing the tobacco smoke-related exposure to NNN by suitable biomarkers is of interest for risk evaluation. Recently, NNN and NNN-N-glucuronide have been quantified in urine of smokers. However
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