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335428

Sigma-Aldrich

4,4′-Dinitro-2-biphenylamine

98%

Synonym(s):

2-(4-Nitrophenyl)-5-nitroaniline, 4,4′-Dinitro-[1,1′-biphenyl]-2-amine, 5-nitro-2-(4-nitrophenyl)aniline

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About This Item

Linear Formula:
O2NC6H4C6H3(NO2)NH2
CAS Number:
51787-75-8
Molecular Weight:
259.22
EC Number:
257-417-8
MDL number:
MFCD00075056
UNSPSC Code:
12171500
PubChem Substance ID:
24860316
NACRES:
NA.47

Assay

98%

form

powder, crystals or chunks

mp

208-210 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1cc(ccc1-c2ccc(cc2)[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C12H9N3O4/c13-12-7-10(15(18)19)5-6-11(12)8-1-3-9(4-2-8)14(16)17/h1-7H,13H2

InChI key

FRZPYFUNNLIMEC-UHFFFAOYSA-N

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General description

4,4′-Dinitro-2-biphenylamine is a nitrated aromatic amine that is a direct mutagen. In Salmonella typhimurium TA100, 4,4′-dinitro-2-biphenylamine causes base-pair reversion in the histidine locus.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Mutagenicity and antimutagenicity studies of tannic acid and its related compounds.
Chen SC and Chung KT.
Food And Chemical Toxicology, 38(1), 1-5 (2000)
S C Chen et al.
Mutation research, 395(2-3), 223-227 (1998-02-18)
Among p-phenylenediamine, benzidine and the analogues we previously tested, only the nitro-group containing 2-nitro-p-phenylenediamine, 3-nitro-o-phenylenediamine, 4-nitro-o-phenylenediamine and 4,4'-dinitro-2-biphenylamine caused base-pair reversion in the histidine locus of Salmonella typhimurium TA100. In order to determine the types of mutations involved, such as
K Chung et al.
Mutation research, 465(1-2), 165-171 (2000-03-10)
Four nitrated aromatic amines (2-nitro-p-phenylenediamine [2NPD], 3-nitro-o-phenylenediamine [3NPD], 4-nitro-o-phenylenediamine [4NPD] and 4,4'-dinitro-2-biphenylamine [DNBA]) are direct-acting mutagens in Salmonella typhimurium strain TA100. These compounds were tested further using the Xenometrix strains of S. typhimurium: TA7001, TA7002, TA7003, TA7004, TA7005, and TA7006

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