3,3'-DICHLOROBENZIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H10Cl2N2
Molecular Weight	253.127
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=HUWXDEQWWKGHRV-UHFFFAOYSA-N

InChI=1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2

HIDE SMILES / InChI

Molecular Formula	C12H10Cl2N2
Molecular Weight	253.127
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Molecular mechanisms of 3,3'-dichlorobenzidine-mediated toxicity in HepG2 cells.	2014-06	24604609
Induction of SCEs in CHL cells by dichlorobiphenyl derivative water pollutants, 2-phenylbenzotriazole (PBTA) congeners and river water concentrates.	2009-08	19545646
Health risk assessment of organic pollutants in Jiangsu reach of the Huaihe River, China.	2009	19273889
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008-04	18324785
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	18634900
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	17499012
Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species.	2007-06	17370336
Evaluation of urinary mutagenicity in azo dye manufacture workers.	2007	17638680
Benzidine transformation processes in natural sediments.	2006-08	16916013
Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells.	2005-09	15950433
Sorption of benzidine and 3,3'-dichlorobenzidine to lake sediments. 1. Conceptualization and development of a multiparameter model.	2005-05	16110977
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	15664269
Concentrations and distribution of 3,3'-dichlorobenzidine and its congeners in environmental samples from Lake Macatawa.	2005-02	15621190
Carcinogenicity of azo colorants: influence of solubility and bioavailability.	2004-06-15	15177655
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.	2004	21089853
Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB.	2003-07	12916755
Synthesis and evaluation of analogues of Congo red as potential compounds against transmissible spongiform encephalopathies.	2003-06	12832128
[Aromatic amines with certain, probable, or possible carcinogenic action: reference values].	2003-04-17	12696487
Transport behavior of 3,3'-dichlorobenzidine in a freshwater estuary.	2003-01	12503742
Determination of hemoglobin adducts formed in rats exposed orally with 3,3'-dichlorobenzidine by GC/MS-SIM.	2002-05	12974542
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	11896690
Photodechlorination of 3,3'-dichlorobenzidine in water.	2002-03	11878462
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.	2002	15323034
Using base-specific Salmonella tester strains to characterize the types of mutation induced by benzidine and benzidine congeners after reductive metabolism.	2001-12	11696399
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	11471994
[Resolution of overlapping mass spectra of azobiphenyl dyes by subwindow factor analysis technique].	2001-03	12541672
Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa.	1997-09-15	9310344
Binding of chlorinated benzidines to the rat hepatic aromatic hydrocarbon receptor.	1989	2555073
Activation of 3,3'-dichlorobenzidine in rat liver microsomes to mutagens: involvement of cytochrome P-450d.	1988-05	3130202
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	1129785

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:50:34 GMT 2025` Edited by `admin` on `Mon Mar 31 18:50:34 GMT 2025`
Record UNII	1SDI2328UX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

3,3'-DICHLOROBENZIDINE

Systematic Name

English

NSC-154073

Preferred Name

English

DICHLOROBENZIDINE, 3,3'-

Systematic Name

English

3,3'-DICHLORO-(1,1'-BIPHENYL)-4,4'-DIAMINE

Systematic Name

English

3,3'-DICHLORO-4,4'-BIPHENYLDIAMINE

Systematic Name

English

3,3'-DICHLOROBENZIDINE [HSDB]

Common Name

English

3,3'-DICHLOROBENZIDINE [IARC]

Common Name

English

DCB

Common Name

English

3,3'-DICHLOROBENZIDINE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

1SDI2328UX