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Merck
CN

N21200

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:
Molecular Weight:
153.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-164-5
Beilstein/REAXYS Number:
2210195
MDL number:
Assay:
95%
Form:
powder
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InChI

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

InChI key

HVHNMNGARPCGGD-UHFFFAOYSA-N

SMILES string

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

assay

95%

form

powder

Quality Level

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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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S Grégoire et al.
Skin pharmacology and physiology, 21(2), 89-97 (2008-01-12)
Percutaneous penetration studies are usually performed in human skin samples set up in a Franz cell device. The ability to perform these studies may depend on the availability of skin samples. Reconstructed skin models are an interesting alternative to overcome
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
I S Grover et al.
Mutation research, 300(1), 1-3 (1993-06-01)
The water and chloroform extracts of guava were tested for their antimutagenicity. The water extract was effective in inactivating the mutagenicity of direct-acting mutagens, e.g., 4-nitro-o-phenylenediamine, sodium azide, and the S9-dependent mutagen, 2-aminofluorene, in the tester strains of Salmonella typhimurium.
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
Metabolism of the hair dye component, nitro-p-phenylenediamine, in the rat.
M Nakao et al.
Chemical & pharmaceutical bulletin, 35(2), 785-791 (1987-02-01)

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