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Merck

D8001

3,3′-Diaminobenzidine

97% (HPLC)

Synonym(s):

3,3′,4,4′-Biphenyltetramine, 3,3′,4,4′-Tetraaminobiphenyl, DAB

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About This Item

Linear Formula:
(NH2)2C6H3C6H3(NH2)2
CAS Number:
Molecular Weight:
214.27
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
EC Number:
202-110-6
Beilstein/REAXYS Number:
1212988
MDL number:
Assay:
97% (HPLC)
Form:
powder
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Quality Level

assay

97% (HPLC)

form

powder

mp

175-177 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1

InChI

1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2

InChI key

HSTOKWSFWGCZMH-UHFFFAOYSA-N

Application

3,3′-Diaminobenzidine has been used as a chromogen for the visualization in immunohistochemistry of chondrosarcoma sections, mammary carcinomas and brain tissue sections.
Peroxidase substrate; reagent for spectrophotometric determination of selenium.

Biochem/physiol Actions

DAB (3,3′-Diaminobenzidine) is utilized in many applications for the visualization of peroxidase activity. In the peroxidase reaction, DAB serves as a hydrogen donor in the presence of peroxide. The oxidized DAB forms an insoluble brown end-product for use in the immunohistological and immunoblotting staining procedures.


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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 2

Storage Class

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

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Motor skill training promotes sensorimotor recovery and increases microtubule-associated protein-2 (MAP-2) immunoreactivity in the motor cortex after intracerebral hemorrhage in the rat
Santos MV, et al.
ISRN neurology, 2013 (2013)
A colorimetric method for measurement of the (peroxidase-mediated) oxidation of 3,3'-diaminobenzidine.
Fahimi HD and Herzog V
The Journal of Histochemistry and Cytochemistry, 21, 499-502 (1973)
Metastatic canine mammary carcinomas can be identified by a gene expression profile that partly overlaps with human breast cancer profiles
Klopfleisch R, et al.
BMC Cancer, 10(1), 618-618 (2010)