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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
PubChem Substance ID:
57654446
NACRES:
NA.25

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

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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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
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
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
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
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