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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

Quality Level

100

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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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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