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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:
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.

Signal Word

Danger

Hazard Statements

H302,H350,H410

Hazard Classifications

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

Storage Class Code

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

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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Benzidine: a bladder carcinogen.
R G Wendel et al.
The Journal of urology, 111(5), 607-610 (1974-05-01)
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
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
Yaoyun Duan et al.
Cell death & disease, 10(10), 766-766 (2019-10-12)
The yolk sac is the first site of blood-cell production during embryonic development in both murine and human. Heat shock proteins (HSPs), including HSP70 and HSP27, have been shown to play regulatory roles during erythropoiesis. However, it remains unknown whether
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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