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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
Pricing and availability is not currently available.

Quality Level

100

Assay

98%

mp

199-201 °C (lit.)

solubility

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

functional group

nitro

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 [1].

Biochem/physiol Actions

4-Nitro-o-phenylenediamine is a direct-acting mutagen[2].

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000421974
0000421974
0000368905
0000362590
0000362590

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Nahid Mashkouri Najafi et al.
Analytica chimica acta, 714, 82-88 (2012-01-17)
Herein, ultrasound-assisted emulsification microextraction (USAEME) and dispersive liquid-liquid microextraction (DLLME) methods based on applying low-density organic solvents have been critically compared for the speciation of inorganic selenium, Se(IV) (selenite) and Se(VI) (selenate) in environmental water samples by gas chromatography-flame ionization
J M Gentile et al.
Mutation research, 250(1-2), 79-86 (1991-09-01)
Chlorophyllin, the sodium and copper salt of chlorophyll, chlorophyll a, and chlorophyll b were tested for their ability to inhibit the mutagenic activity of the direct-acting mutagen 4-nitro-o-phenylenediamine (NOP) and its plant-activated mutagenic enhancement. All three forms of chlorophyll were
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
K Kaur et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 40(10), 1475-1482 (2002-10-22)
The antimutagenic effect of benzene, chloroform, acetone and methanol fractions from Terminalia arjuna, a well-known medicinal plant, was determined against Acid Black dye, 2-aminofluorene (2AF) and 4-nitro-o-phenylenediamine (NPD) in TA98 Frameshift mutagen tester strain of Salmonella typhimurium. Among the different
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
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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