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
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
mp
135-138 °C (lit.)
Quality Level
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Related Categories
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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Regioselective N-acetylation as a route of nitro-9-phenylenediamine metabolism by rat liver cytosol.
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
1,4-Diamino-2-nitrobenzene (2-nitro-para-phenylenediamine).
IARC monographs on the evaluation of carcinogenic risks to humans, 57, 185-200 (1993-01-01)
S Bala et al.
Mutation research, 222(3), 141-148 (1989-03-01)
The antimutagenic effect of 10 citrus fruit juices was observed against the mutagenicity of N-nitro-o-phenylenediamine (NPD) in TA97a and sodium azide in TA100 tester strains of Salmonella typhimurium using the Ames test. It was noticed that the juices of all
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)
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.
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