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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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Andreas Kiontke et al.
PloS one, 11(12), e0167502-e0167502 (2016-12-03)
Over the past decades, electrospray ionization for mass spectrometry (ESI-MS) has become one of the most commonly employed techniques in analytical chemistry, mainly due to its broad applicability to polar and semipolar compounds and the superior selectivity which is achieved
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.
E A Varanda et al.
Teratogenesis, carcinogenesis, and mutagenesis, 19(6), 403-413 (1999-12-10)
The antimutagenic effect of ethanolic extract of propolis (EEP) and honeybee (Apis mellifera) venom, both collected in the State of São Paulo, Brazil, was assessed by the Salmonella/microsome assay upon direct- and indirect-acting mutagens. EEP had inhibitory effect (in an
J M Gentile et al.
Environmental mutagenesis, 7(1), 73-85 (1985-01-01)
The direct-acting mutagen 4-nitro-o-phenylenediamine (NOP) was activated in vitro by pea or tobacco S-9 into a more potent mutagen in Salmonella typhimurium strain TA98. NOP mutagenicity was not altered by Aroclor 1254-induced rat liver S-9. The plant S-9 activation of
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