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N22959

Sigma-Aldrich

1-Nitropyrene

≥95%

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Empirical Formula (Hill Notation):
C16H9NO2
CAS Number:
5522-43-0
Molecular Weight:
247.25
Beilstein:
1882811
EC Number:
226-868-2
MDL number:
MFCD00004138
UNSPSC Code:
12352200
PubChem Substance ID:
57654446
NACRES:
NA.25

Quality Level

100

Assay

≥95%

form

powder

mp

153-155 °C (lit.)

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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Biochem/physiol Actions

Potent mutagen, carcinogen, environmental pollutant.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

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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Eun-Jung Park et al.
Toxicology letters, 184(2), 126-133 (2008-12-02)
Nitropyrene (1-NP) is classified as Group 2B carcinogen and is one of the main components of diesel exhaust particles (DEP), which are generated from incomplete combustion of automobile engines to cause human cancer or inflammatory diseases. Although many reports on
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
Matthew A Ratcliff et al.
Environmental science & technology, 44(21), 8343-8349 (2010-10-05)
The impacts of biodiesel and a continuously regenerated (catalyzed) diesel particle filter (DPF) on the emissions of volatile unburned hydrocarbons, carbonyls, and particle associated polycyclic aromatic hydrocarbons (PAH) and nitro-PAH, were investigated. Experiments were conducted on a 5.9 L Cummins
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
Wen-Cheng Chu et al.
Chemical research in toxicology, 22(12), 1938-1947 (2009-12-08)
Cytochrome P450 1a1 (Cyp1a1) is a phase I xenobiotic-metabolizing enzyme, the expression of which is mainly driven by the aryl hydrocarbon receptor (AhR). Cyp1a1 messenger (m)RNA is labile. Our study indicates that 1-nitropyrene (1-NP) highly induced Cyp1a1 protein expression, although
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