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MilliporeSigma

75285

Supelco

N′-Nitrosonornicotine

analytical standard

Synonym(s):

1-Nitroso-2-(3-pyridyl)pyrrolidine, 3-(1-Nitroso-2-pyrrolidinyl)pyridine, NNN

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About This Item

Empirical Formula (Hill Notation):
C9H11N3O
CAS Number:
80508-23-2
Molecular Weight:
177.20
MDL number:
MFCD00274581
UNSPSC Code:
41116107
PubChem Substance ID:
329766318
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable
solid phase extraction (SPE): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°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

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General description

Nitrosamines are chemical compounds that can form during drug manufacturing and may pose health risks, including carcinogenicity.
N′-Nitrosonornicotine is commonly employed as a reference compound in analytical chemistry. It is utilized in chromatographic and spectrometric techniques for the detection and quantification of nitrosamines in chemical, pharmaceutical, and environmental matrices.

Application

N′-Nitrosonornicotine may be used as an analytical reference standard for the analysis of total N-nitrosamines in wastewater treatment plants using liquid chromatography-high-resolution mass spectrometry (LC-HRMS).

Analysis Note

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H351

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5634
BCCK1178
BCCG5567
BCCG5217
BCCC9591

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Evidence for cytochrome P450 2A6 and 3A4 as major catalysts for N'-nitrosonornicotine alpha-hydroxylation by human liver microsomes
Patten JC, et al.
Carcinogenesis, 18(8), 1623-1630 (1997)
Simultaneous determination of four tobacco-specific N-nitrosamines (TSNA) in human urine
Kavvadias D, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 877(11-12), 1185-1192 (2009)
Sultana Shahana Banu et al.
International journal for parasitology, 49(7), 555-567 (2019-05-21)
In the Indian subcontinent, infection with Leishmania donovani can cause fatal visceral leishmaniasis. Genetic variation in L. donovani is believed to occur rapidly from environmental changes and through selective drug pressures, thereby allowing continued disease occurrence in this region. All
Huda Mahmoud et al.
Frontiers in microbiology, 8, 2063-2063 (2017-11-09)
Corals that naturally thrive under extreme conditions are gaining increasing attention due to their importance as living models to understand the impact of global warming on world corals. Here, we present the first metagenomic study of viral communities in corals
Julia Heger-Stevic et al.
PLoS pathogens, 14(12), e1007488-e1007488 (2018-12-20)
Hepatitis B virus (HBV) replicates its 3 kb DNA genome through capsid-internal reverse transcription, initiated by assembly of 120 core protein (HBc) dimers around a complex of viral pregenomic (pg) RNA and polymerase. Following synthesis of relaxed circular (RC) DNA
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