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108898

Sigma-Aldrich

4-Nitro-o-phenylenediamine

98%

Synonym(s):

1,2-Diamino-4-nitrobenzene

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About This Item

Linear Formula:
O2NC6H3(NH2)2
CAS Number:
99-56-9
Molecular Weight:
153.14
Beilstein:
608106
EC Number:
202-766-3
MDL number:
MFCD00007724
UNSPSC Code:
12352100
eCl@ss:
39030501
PubChem Substance ID:
24846835
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

199-201 °C (lit.)

solubility

1 N HCl: ethanol, 1:1: soluble 50 mg/mL

SMILES string

Nc1ccc(cc1N)[N+]([O-])=O

InChI

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

InChI key

RAUWPNXIALNKQM-UHFFFAOYSA-N

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Application

4-Nitro-o-phenylenediamine was used to study the in vitro activation of 4-nitro-o-phenylenediamine into a potent mutagen in Salmonella typhimurium strain TA98 .

Biochem/physiol Actions

4-Nitro-o-phenylenediamine is a direct-acting mutagen.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Y H Shon et al.
Journal of ethnopharmacology, 77(1), 103-109 (2001-08-03)
Extracts from Phellinus linteus, Phellinus igniarius, and Agrocybe cylindracea have been tested for their antimutagenic properties against direct-acting mutagens [4-nitro-o-phenylenediamine (NPD) and sodium azide (NaN(3))] and indirect-acting mutagens [2-aminofluorene (2-AF) and benzo[a]pyrene (B[a]P)], using the Salmonella typhimurium tester strains TA
Marcos Felipe de Oliveira Galvão et al.
Environmental pollution (Barking, Essex : 1987), 233, 960-970 (2017-10-17)
Emissions from burning of biomass in the Amazon region have adverse effects on the environment and human health. Herein, particulate matter (PM) emitted from biomass burning in the Amazon region during two different periods, namely intense and moderate, was investigated.
Talat Baran et al.
International journal of biological macromolecules, 161, 1559-1567 (2020-08-14)
Removal of organic pollutants such as aromatic nitro compounds and dyes from wastewaters is very significant for environment, and the best strategy is their reduction/degradation in the presence of a metal catalyst. In this study, a new palladium nanocatalyst (GA-Sch-Pd)
S J Kaur et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 38(12), 1113-1119 (2000-10-18)
A fraction isolated from Terminalia arjuna was studied for its antimutagenic effect against 4-nitro-o-phenylenediamine (NPD) in TA98, sodium azide in TA100 and 2-aminofluorene (2AF, S9-dependent), a promutagen, in both TA98 and TA 100 tester strains of Salmonella typhimurium using the
S J Toering et al.
Mutation research, 361(2-3), 81-87 (1996-12-12)
Aromatic amines are activated into mutagens by both animal and plant systems. For plant-activated aromatic amines an important step in this process involves peroxidase enzymes. 4-nitro-o-phenylenediamine (NOP) is a well known direct-acting mutagen that can be enhanced in mutagenic potency
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