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Sigma-Aldrich

1,3-Dinitropyrene

99%

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About This Item

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

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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