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Sigma-Aldrich

1,3-Dinitropyrene

99%

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Empirical Formula (Hill Notation):
C16H8N2O4
CAS Number:
75321-20-9
Molecular Weight:
292.25
MDL number:
MFCD00010493
UNSPSC Code:
12352100
PubChem Substance ID:
24857149
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

solubility

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

SMILES string

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

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

InChI key

KTNUVDBUEAQUON-UHFFFAOYSA-N

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
G W Winston et al.
Mutation research, 279(4), 289-298 (1992-06-16)
The effects of chronic ethanol feeding of rats on the ability of liver fractions to modulate the bacterial mutagenicity of three dinitropyrene isomers (1,3-, 1,6- and 1,8-DNP), which require bacterial enzymes but not an exogenous enzyme source for activation, were
A K Hajos et al.
Journal of biochemical toxicology, 6(4), 277-282 (1991-01-01)
The effect of highly purified rat liver cytosolic NAD(P)H-quinone oxidoreductase [EC 1.6.99.2] on the mutagenicity of 1,3- 1,6- and 1,8-dinitropyrene (DNP) was studied in the Ames Salmonella typhimurium mutagenicity assay. NAD(P)H-quinone oxidoreductase over the range of 0.02-0.8 micrograms/plate (38-1500) units
K Imaida et al.
Carcinogenesis, 16(12), 3027-3030 (1995-12-01)
The carcinogenicities of 1-nitropyrene (1-NP), 4-nitropyrene (4-NP), 1,3-dinitropyrene (1,3-DNP), 1,6-dinitropyrene (1,6-DNP), 1,8-dinitropyrene (1,8-DNP), 3-hydroxy-1-nitropyrene (3-OH-1-NP) and a mixture of 6- and 8-hydroxy-1-nitropyrene (6/8-OH-1-NP) were investigated in newborn female rats. Newborn female CD rats were treated s.c. eight times at weekly
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
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