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Merck
CN

284335

1,3-Dinitropyrene

99%

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About This Item

Empirical Formula (Hill Notation):
C16H8N2O4
CAS Number:
Molecular Weight:
292.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Form:
solid
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InChI

1S/C16H8N2O4/c19-17(20)13-8-14(18(21)22)12-7-5-10-3-1-2-9-4-6-11(13)16(12)15(9)10/h1-8H

SMILES string

[O-][N+](=O)c1cc([N+]([O-])=O)c2ccc3cccc4ccc1c2c34

InChI key

KTNUVDBUEAQUON-UHFFFAOYSA-N

assay

99%

form

solid

solubility

DMSO: soluble 2 mg/mL, clear, yellow to orange

functional group

nitro

Quality Level

General description

The carcinogenecity of 1,3-dinitropyrene was studied in newborn female rats.

Application

1,3-Dinitropyrene has been used in:
  • modification of the umu-assay (ISO 13829) to assess the cytotoxic potential of toxins
  • in vitro synthesis of 1,N6-etheno-2′-deoxyadenosine and 1,N2-etheno-2′-deoxyguanosine

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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C A Norman et al.
Carcinogenesis, 10(7), 1323-1327 (1989-07-01)
Formation of DNA adducts, following treatment of primary rabbit tracheal epithelial cells (RTEC) with 1,8-dinitropyrene (1,8-DNP) and its partially reduced derivative, 1-nitro-8-nitrosopyrene (1,8-NONO2), was examined using the 32P-post-labelling technique. Treatment of aerobic cells with 1,8-DNP or 1,8-NONO2 produced qualitatively similar
L B Tee et al.
Carcinogenesis, 9(10), 1869-1874 (1988-10-01)
Dinitropyrenes are mutagenic and carcinogenic environmental pollutants commonly found in diesel exhaust and airborne particulates. In the present study, the ability of rabbit lung to metabolize 1,8-dinitro[4,5,9,10-3H]pyrene by both oxygen-dependent and oxygen-independent pathways has been investigated. Using lung 9000 g
T Shimada et al.
Cancer research, 50(7), 2036-2043 (1990-04-01)
NADPH-fortified human liver microsomes were examined with regard to ability to detoxicate several chemicals that do not require enzymatic oxidation to elicit a genotoxic response in a Salmonella typhimurium TA1535/pSK1002 system where umu response is used as an indicator of
R Crebelli et al.
Mutation research, 346(3), 167-172 (1995-03-01)
The effect of fuel composition on the mutagenicity of diesel engine emission was investigated. To this end, a fuel matrix comprising fuels with different contents of aromatic and naphthenic compounds was used. Extracts of the organic phase of raw exhausts
Jijie Kong et al.
Journal of environmental sciences (China), 102, 159-169 (2021-02-28)
Nitrated polycyclic aromatic hydrocarbons (NPAHs) have toxic potentials that are higher than those of their corresponding parent polycyclic aromatic hydrocarbons (PAHs) and thus have received increasing attention in recent years. In this study, the occurrence, distribution, source, and human health

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