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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH8078
MKBQ2816V
25296TH
00304MD
10730DA

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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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