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
Beilstein:
2210195
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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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Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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
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
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)
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)
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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