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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10Cl2N2.2ClH
Molecular Weight 326.049
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,3'-DICHLOROBENZIDINE DIHYDROCHLORIDE

SMILES

Cl.Cl.NC1=CC=C(C=C1Cl)C2=CC=C(N)C(Cl)=C2

InChI

InChIKey=BXAONUZFBUNTQR-UHFFFAOYSA-N
InChI=1S/C12H10Cl2N2.2ClH/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8;;/h1-6H,15-16H2;2*1H

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular mechanisms of 3,3'-dichlorobenzidine-mediated toxicity in HepG2 cells.
2014-06
Induction of SCEs in CHL cells by dichlorobiphenyl derivative water pollutants, 2-phenylbenzotriazole (PBTA) congeners and river water concentrates.
2009-08
Health risk assessment of organic pollutants in Jiangsu reach of the Huaihe River, China.
2009
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008-04
Identification of a new mutagen, 4,4'-diamino-3,3'-dichloro-5-nitrobiphenyl, in river water flowing through an industrial area in Wakayama, Japan.
2008-03-18
Quantification of a potent mutagenic 4-amino-3,3'-dichloro-5,4'-dinitrobiphenyl (ADDB) and the related chemicals in water from the Waka River in Wakayama, Japan.
2007-06-15
Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species.
2007-06
Evaluation of urinary mutagenicity in azo dye manufacture workers.
2007
Benzidine transformation processes in natural sediments.
2006-08
Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells.
2005-09
Sorption of benzidine and 3,3'-dichlorobenzidine to lake sediments. 1. Conceptualization and development of a multiparameter model.
2005-05
Light-induced mutagenicity in Salmonella TA102 and genotoxicity/cytotoxicity in human T-cells by 3,3'-dichlorobenzidine: a chemical used in the manufacture of dyes and pigments and in tattoo inks.
2005-02-28
Concentrations and distribution of 3,3'-dichlorobenzidine and its congeners in environmental samples from Lake Macatawa.
2005-02
Carcinogenicity of azo colorants: influence of solubility and bioavailability.
2004-06-15
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.
2004
Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB.
2003-07
Synthesis and evaluation of analogues of Congo red as potential compounds against transmissible spongiform encephalopathies.
2003-06
[Aromatic amines with certain, probable, or possible carcinogenic action: reference values].
2003-04-17
Transport behavior of 3,3'-dichlorobenzidine in a freshwater estuary.
2003-01
Determination of hemoglobin adducts formed in rats exposed orally with 3,3'-dichlorobenzidine by GC/MS-SIM.
2002-05
Identification of a new mutagenic polychlorinated biphenyl derivative in the Waka River, Wakayama, Japan, showing activation of an aryl hydrocarbon receptor-dependent transcription.
2002-03
Photodechlorination of 3,3'-dichlorobenzidine in water.
2002-03
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.
2002
Using base-specific Salmonella tester strains to characterize the types of mutation induced by benzidine and benzidine congeners after reductive metabolism.
2001-12
Trace-level determination of benzidine and 3,3'-dichlorobenzidine in aqueous environmental samples by online solid-phase extraction and liquid chromatography with electrochemical detection.
2001-07
[Resolution of overlapping mass spectra of azobiphenyl dyes by subwindow factor analysis technique].
2001-03
Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa.
1997-09-15
Binding of chlorinated benzidines to the rat hepatic aromatic hydrocarbon receptor.
1989
Activation of 3,3'-dichlorobenzidine in rat liver microsomes to mutagens: involvement of cytochrome P-450d.
1988-05
Experimental neoplasia in rats from oral administration of 3,3'-dichlorobenzidine, 4,4'-methylene-bis-bis(2-chloroaniline), and 4,4'-methylene-bis(2-methylaniline).
1975-01
Patents
Name Type Language
DICHLODINE H
Preferred Name English
3,3'-DICHLOROBENZIDINE DIHYDROCHLORIDE
MI  
Systematic Name English
(1,1'-BIPHENYL)-4,4'-DIAMINE, 3,3'-DICHLORO-, DIHYDROCHLORIDE
Common Name English
3,3'-DICHLORO-4,4'-DIAMINOBIPHENYL DIHYDROCHLORIDE
Systematic Name English
3,3'-DICHLOROBENZIDINE DIHYDROCHLORIDE [MI]
Common Name English
3,3'-DICHLORO(1,1'-BIPHENYL)-4,4'-DIAMINE DIHYDROCHLORIDE
Systematic Name English
BENZIDINE, 3,3'-DICHLORO-, DIHYDROCHLORIDE
Common Name English
NSC-3524
Code English
(1,1'-BIPHENYL)-4,4'-DIAMINE, 3,3'-DICHLORO-, HYDROCHLORIDE (1:2)
Systematic Name English
Code System Code Type Description
NSC
3524
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
PRIMARY
PUBCHEM
11933
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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EPA CompTox
DTXSID1020433
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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ECHA (EC/EINECS)
210-323-0
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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HSDB
5715
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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MERCK INDEX
m4338
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
PRIMARY Merck Index
SMS_ID
300000053731
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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CAS
612-83-9
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
PRIMARY
FDA UNII
L161N5V81P
Created by admin on Mon Mar 31 21:14:02 GMT 2025 , Edited by admin on Mon Mar 31 21:14:02 GMT 2025
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