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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/REAXYS Number:
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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Related Categories

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

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

Certificates of Analysis (COA)

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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.
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
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.
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
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
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