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B3383

Sigma-Aldrich

Benzidine dihydrochloride

≥99% (titration)

Synonym(s):

4,4′-Diaminobiphenyl dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H12N2 · 2HCl
CAS Number:
531-85-1
Molecular Weight:
257.16
Beilstein/REAXYS Number:
3914846
EC Number:
208-519-6
MDL number:
MFCD00040389
UNSPSC Code:
12352116
PubChem Substance ID:
24891713
NACRES:
NA.25

Quality Level

200

assay

≥99% (titration)

form

powder

SMILES string

Cl[H].Cl[H].Nc1ccc(cc1)-c2ccc(N)cc2

InChI

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

InChI key

RUAXWVDEYJEWRY-UHFFFAOYSA-N

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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

Tumor initiator in mammary glands of experimental animal.

Warning

Cancer suspect agent.

signalword

Danger

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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K C Morton et al.
Carcinogenesis, 2(8), 747-752 (1981-01-01)
To evaluate the role of metabolism in benzidine (BZ) carcinogenesis, BZ and 2 or its metabolites, N,N'-diacetylbenzidine and N-hydroxy-N,N'-diacetylbenzidine (NOHDABZ), were given by i.p. injection to female CD rats twice weekly for 4 weeks beginning at 30 days of age.
Jungsun Park et al.
American journal of industrial medicine, 52(8), 625-632 (2009-06-30)
Many corporations move their manufacturing facilities or technologies from developed to developing countries. Stringent regulations have made it costly for industries to operate in developed, industrialized countries. In addition, labor costs are high in these countries, and there is increasing
Yan Cao et al.
Stem cells and development, 24(22), 2660-2673 (2015-07-17)
Autophagy is required for hematopoietic stem cell multilineage differentiation, but the underlying mechanism is unknown. Using a conditional mouse model and human leukemia cells, we uncovered a mechanistic link between autophagy and hematopoietic stem cell differentiation. Loss of autophagy in
Jaroslaw Cendrowski et al.
eLife, 9 (2020-08-17)
Intracellular transport undergoes remodeling upon cell differentiation, which involves cell type-specific regulators. Bone morphogenetic protein 2-inducible kinase (BMP2K) has been potentially implicated in endocytosis and cell differentiation but its molecular functions remained unknown. We discovered that its longer (L) and
Xiaoyu Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11828-11836 (2012-07-26)
Salts that contain radical cations of benzidine (BZ), 3,3',5,5'-tetramethylbenzidine (TMB), 2,2',6,6'-tetraisopropylbenzidine (TPB), and 4,4'-terphenyldiamine (DATP) have been isolated with weakly coordinating anions [Al(OR(F))(4)](-) (OR(F) = OC(CF(3))(3)) or SbF(6)(-). They were prepared by reaction of the respective silver(I) salts with stoichiometric
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