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N22959

Sigma-Aldrich

1-Nitropyrene

≥95%

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About This Item

Empirical Formula (Hill Notation):
C16H9NO2
CAS Number:
Molecular Weight:
247.25
Beilstein:
1882811
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

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
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
Takayuki Kameda et al.
Environmental science & technology, 45(8), 3325-3332 (2011-03-17)
The formation of hydroxynitropyrene (OHNP) via a photochemical reaction of 1-nitropyrene (1-NP) was demonstrated using a UV irradiation system. The photoreaction of 1-NP in methanol gave products that were hydroxy-substituted at position 1 and mononitro-substituted at positions 2, 3, 5
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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