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B3503

Sigma-Aldrich

Benzidine

≥98.0% (N)

Synonym(s):

4,4′-Diaminobiphenyl

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About This Item

Empirical Formula (Hill Notation):
C12H12N2
CAS Number:
92-87-5
Molecular Weight:
184.24
Beilstein/REAXYS Number:
742770
EC Number:
202-199-1
MDL number:
MFCD00039765
UNSPSC Code:
12352116
PubChem Substance ID:
24891724
NACRES:
NA.25

assay

≥98.0% (N)

form

powder

SMILES string

Nc1ccc(cc1)-c2ccc(N)cc2

InChI

1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2

InChI key

HFACYLZERDEVSX-UHFFFAOYSA-N

Gene Information

human ... UGT1A4(54657)

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Application

Benzidine (4,4′-Diaminobiphenyl) is an environmental genotoxin that posses increased risks of cancer to exposed people. Benzidine may be used as a reference material in procedures that analyze for benzidine. Benzidine can be used in studies on its mechanisms of genotoxicity.

Biochem/physiol Actions

Initiates tumors in the bladder under experimental conditions.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Benzidine: a bladder carcinogen.
R G Wendel et al.
The Journal of urology, 111(5), 607-610 (1974-05-01)
Brian J Pak et al.
PLoS neglected tropical diseases, 8(8), e3002-e3002 (2014-08-08)
Strongyloidiasis is a persistent human parasitic infection caused by the intestinal nematode, Strongyloides stercoralis. The parasite has a world-wide distribution, particularly in tropical and subtropical regions with poor sanitary conditions. Since individuals with strongyloidiasis are typically asymptomatic, the infection can
G Choudhary
Chemosphere, 32(2), 267-291 (1996-01-01)
Benzidine, an odorless, white to slightly reddish-white crystalline organic compound, is an environmental contaminant that has been identified at about 30 National Priorities List (NPL) hazardous waste sites in the United States. In the environment, it is usually found attached
P D Josephy
Federation proceedings, 45(10), 2465-2470 (1986-09-01)
Benzidine oxidative activation may proceed by peroxidase-catalyzed one-electron oxidation via free radical intermediates, or by N-acetylation followed by monooxygenase-catalyzed N-hydroxylation. The peroxidase route has been examined by using horseradish peroxidase or prostaglandin H synthase in vitro. In the presence of
J Whysner et al.
Pharmacology & therapeutics, 71(1-2), 107-126 (1996-01-01)
The aromatic amine benzidine (BZ) has produced various tumors, including liver tumors, in mice, rats and hamsters. BZ forms DNA adducts in rodent liver, and it is positive in most genotoxicity tests. Only bladder tumors are produced in dogs and
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