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BCR305

1-Nitropyrene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C16H9NO2
CAS Number:
5522-43-0
Molecular Weight:
247.25
Beilstein/REAXYS Number:
1882811
EC Number:
226-868-2
MDL number:
MFCD00004138
UNSPSC Code:
41116107
PubChem Substance ID:
329773814
NACRES:
NA.24

grade

certified reference material

agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

153-155 °C (lit.)

format

neat

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C16H9NO2/c18-17(19)14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9H

InChI key

ALRLPDGCPYIVHP-UHFFFAOYSA-N

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General description

1-Nitronaphthalene, belonging to the class of nitrated-polycyclic aromatic hydrocarbons, is persistent in the environment. It is produced from direct sources such as diesel, gasoline exhaust and gas-phase reactions of polycyclic aromatic hydrocarbons (PAHs) with oxides of nitrogen.

Analysis Note

For more information please see:
BCR305

Legal Information

BCR is a registered trademark of European Commission

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Lalla Rajaa Rhenimi et al.
Journal of radiation research, 49(6), 615-622 (2008-09-09)
Nitropyrene, a mutagenic and carcinogenic component of diesel exhaust, has been shown to be a potent bacterial and mammalian mutagen. There is, however, some controversy regarding the genotoxic effects of 1-nitropyrene towards yeast. To obtain insights into the mechanisms of
Carlos E Crespo-Hernández et al.
The journal of physical chemistry. A, 112(28), 6313-6319 (2008-06-25)
Femtosecond broadband transient absorption experiments of 1-nitropyrene, a nitro-polycyclic aromatic hydrocarbon of environmental concern are presented in cyclohexane and hexane solutions. The transient absorption spectra show the presence of three species that are assigned to the Franck-Condon excited lowest singlet
N Podechard et al.
Toxicology letters, 206(3), 289-299 (2011-08-30)
1-Nitropyrene (1-NP) is a nitro-polycyclic aromatic hydrocarbon (nitro-PAH) present in diesel exhaust and bound to particular matter in urban air. We show that 1-NP and the referent PAH benzo(a)pyrene (BP) induce apoptosis and a lipid accumulation dependent on cytochrome P450
Shanen M Sherrer et al.
The Journal of biological chemistry, 284(10), 6379-6388 (2009-01-07)
1-nitropyrene, the most abundant nitro polycyclic aromatic hydrocarbon in diesel emissions, has been found to react with DNA to form predominantly N-(deoxyguanosin-8-yl)-1-aminopyrene (dGAP). This bulky adduct has been shown to induce genetic mutations, which may implicate Y-family DNA polymerases in
Helén Andersson et al.
Toxicology, 262(1), 57-64 (2009-05-23)
Both epidemiological and experimental studies suggest that exposure to high levels of air pollution is a risk factor associated with cardiovascular disease. Traffic emission is a major source of exposure to persistent air pollutants such as nitrated polycyclic aromatic hydrocarbons
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