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N21200

Sigma-Aldrich

2-Nitro-1,4-phenylenediamine

95%

Synonym(s):

1,4-Diamino-2-nitrobenzene, 2-Nitro-p-phenylenediamine

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About This Item

Linear Formula:
O2NC6H3(NH2)2
CAS Number:
5307-14-2
Molecular Weight:
153.14
Beilstein:
2210195
EC Number:
226-164-5
MDL number:
MFCD00007903
UNSPSC Code:
12352100
PubChem Substance ID:
24897551
NACRES:
NA.22

Assay

95%

form

powder

mp

135-138 °C (lit.)

SMILES string

Nc1ccc(N)c(c1)[N+]([O-])=O

InChI

1S/C6H7N3O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,7-8H2

InChI key

HVHNMNGARPCGGD-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

>372.2 °F - Pensky-Martens closed cup

Flash Point(C)

> 189 °C - Pensky-Martens closed cup

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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M Nakao et al.
Chemical & pharmaceutical bulletin, 39(1), 177-180 (1991-01-01)
Reductive metabolism of the hair dye constituent, nitro-p-phenylenediamine (2-nitro-1,4-diaminobenzene, NPDA), and its acetylated metabolite, NPDA N4-acetate, was investigated with rat liver subcellular fractions, microsomes and cytosol. Under anaerobic conditions, these compounds were reduced to their corresponding amines by these fractions.
M Nakao et al.
Journal of toxicology and environmental health, 11(1), 93-100 (1983-01-01)
The distribution, excretion, and metabolism of nitro-p-phenylenediamine, a constituent of hair dye, was studied after administration of [14C]nitro-p-phenylene-diamine (2.6 mg/30 microCi/kg) to male rats. After intraperitoneal administration, 37.4% of the radioactivity administered was excreted in the urine and 54.3% in
J J Yourick et al.
Toxicology and applied pharmacology, 166(1), 13-23 (2000-06-30)
2-Nitro-p-phenylenediamine (2NPPD) is a dye used in semipermanent and permanent (tinting color) hair dye formulations. National Toxicology Program toxicology and carcinogenesis testing of 2NPPD has raised concerns about its safety. Therefore, we initiated in vitro studies to measure absorption and
M Nakao et al.
Chemical & pharmaceutical bulletin, 38(9), 2561-2566 (1990-09-01)
Regioselectivity in N-acetylation of nitro-0-phenylenediamine, a widely used hair dye component, by rat liver cytosolic N-acetyltransferases was studied in relation to its substituent effects on enzymatic N-acetylation of mono-substituted anilines. Nitro-p-phenylenediamine was acetylated specifically at the N4-position to afford the
In vivo skin penetration studies of 2,4-toluenediamine, 2,4-diaminoanisole, 2-nitro-p-phenylenediamine, p-dioxane and N-nitrosodiethanolamine in cosmetics.
F N Marzulli et al.
Food and cosmetics toxicology, 19(6), 743-747 (1981-12-01)
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