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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

grade

analytical standard

Quality Level

100

Assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

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

Related Categories

General description

N′-Nitrosonornicotine is a tobacco specific nitrosamine, which is found to be carcinogenic in nature. It is produced via nitrosation of nicotine during the process of curing, aging, processing and smoking of tobacco.

Application

N′-Nitrosonornicotine may be used as an analytical reference standard for the quantification of the analyte in biological samples using liquid chromatography coupled with tandem mass spectrometry.
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

Signal Word

Danger

Hazard Statements

H301,H351

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2217
BCCK5634
BCCK1178
BCCG5567
BCCG5217

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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)
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
Marc Besson et al.
PloS one, 12(6), e0178795-e0178795 (2017-06-09)
For marine fishes with a bipartite life cycle, pelagic larval dispersal can shape the distribution, connectivity, composition and resilience of adult populations. Numerous studies of larval dispersal, and associated settlement and recruitment processes, have examined the relationship between population connectivity
Comparative carcinogenicity in A/J mice and metabolism by cultured mouse peripheral lung of N'-nitrosonornicotine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, and their analogues
Castonguay A, et al.
Cancer Research, 43(3), 1223-1229 (1983)
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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