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
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 Jan	1129785
Activation of 3,3'-dichlorobenzidine in rat liver microsomes to mutagens: involvement of cytochrome P-450d.	1988 May	3130202
Binding of chlorinated benzidines to the rat hepatic aromatic hydrocarbon receptor.	1989	2555073
Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa.	1997 Sep 15	9310344
Using base-specific Salmonella tester strains to characterize the types of mutation induced by benzidine and benzidine congeners after reductive metabolism.	2001 Dec	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 Jul	11471994
[Resolution of overlapping mass spectra of azobiphenyl dyes by subwindow factor analysis technique].	2001 Mar	12541672
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.	2002	15323034
Identification of a new mutagenic polychlorinated biphenyl derivative in the Waka River, Wakayama, Japan, showing activation of an aryl hydrocarbon receptor-dependent transcription.	2002 Mar	11896690
Photodechlorination of 3,3'-dichlorobenzidine in water.	2002 Mar	11878462
Determination of hemoglobin adducts formed in rats exposed orally with 3,3'-dichlorobenzidine by GC/MS-SIM.	2002 May	12974542
Transport behavior of 3,3'-dichlorobenzidine in a freshwater estuary.	2003 Jan	12503742
[Aromatic amines with certain, probable, or possible carcinogenic action: reference values].	2003 Jan-Mar	12696487
Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB.	2003 Jul	12916755
Synthesis and evaluation of analogues of Congo red as potential compounds against transmissible spongiform encephalopathies.	2003 Jun	12832128
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.	2004	21089853
Carcinogenicity of azo colorants: influence of solubility and bioavailability.	2004 Jun 15	15177655
Concentrations and distribution of 3,3'-dichlorobenzidine and its congeners in environmental samples from Lake Macatawa.	2005 Feb	15621190
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 Feb 28	15664269
Sorption of benzidine and 3,3'-dichlorobenzidine to lake sediments. 1. Conceptualization and development of a multiparameter model.	2005 May	16110977
Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells.	2005 Sep	15950433
Benzidine transformation processes in natural sediments.	2006 Aug	16916013
Evaluation of urinary mutagenicity in azo dye manufacture workers.	2007	17638680
Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species.	2007 Jun	17370336
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 Jun 15	17499012
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	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 Aug-Sep	18634900
Health risk assessment of organic pollutants in Jiangsu reach of the Huaihe River, China.	2009	19273889
Induction of SCEs in CHL cells by dichlorobiphenyl derivative water pollutants, 2-phenylbenzotriazole (PBTA) congeners and river water concentrates.	2009 Aug	19545646
Molecular mechanisms of 3,3'-dichlorobenzidine-mediated toxicity in HepG2 cells.	2014 Jun	24604609

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:41:43 GMT 2023` Edited by `admin` on `Fri Dec 15 17:41:43 GMT 2023`
Record UNII	1SDI2328UX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

3,3'-DICHLOROBENZIDINE

Systematic 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

NSC-154073

Code

English

DCB

Common Name

English

3,3'-DICHLOROBENZIDINE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

1SDI2328UX