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3,3'-DICHLOROBENZIDINE

CAS No.:
91-94-1
Catalog Number:
AG00IGE6
Molecular Formula:
C12H10Cl2N2
Molecular Weight:
253.1272
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Product Description
Catalog Number:
AG00IGE6
Chemical Name:
3,3'-DICHLOROBENZIDINE
CAS Number:
91-94-1
Molecular Formula:
C12H10Cl2N2
Molecular Weight:
253.1272
MDL Number:
MFCD00043917
IUPAC Name:
4-(4-amino-3-chlorophenyl)-2-chloroaniline
InChI:
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
InChI Key:
HUWXDEQWWKGHRV-UHFFFAOYSA-N
SMILES:
Nc1ccc(cc1Cl)c1ccc(c(c1)Cl)N
EC Number:
202-109-0
UNII:
1SDI2328UX
NSC Number:
154073
RTECS Number:
DD0525000
Properties
Complexity:
213  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
252.022g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
253.126g/mol
Monoisotopic Mass:
252.022g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
52A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.5  
Literature
Title Journal
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Molecular mechanisms of 3,3'-dichlorobenzidine-mediated toxicity in HepG2 cells. Environmental and molecular mutagenesis 20140601
Development of a strategy for biological monitoring in a chemical plant producing 3,3'-dichlorobenzidine dihydrochloride. Journal of toxicology and environmental health. Part A 20120101
3,3'-Dichloro-biphenyl-4,4'-diaminium sulfate. Acta crystallographica. Section E, Structure reports online 20110801
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Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species. Environmental and molecular mutagenesis 20070601
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Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells. Toxicology in vitro : an international journal published in association with BIBRA 20050901
Sorption of benzidine and 3,3'-dichlorobenzidine to lake sediments. 1. Conceptualization and development of a multiparameter model. Environmental toxicology and chemistry 20050501
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. Toxicology 20050227
Concentrations and distribution of 3,3'-dichlorobenzidine and its congeners in environmental samples from Lake Macatawa. Chemosphere 20050201
Carcinogenicity of azo colorants: influence of solubility and bioavailability. Toxicology letters 20040615
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride. Report on carcinogens : carcinogen profiles 20040101
Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB. Industrial health 20030701
Synthesis and evaluation of analogues of Congo red as potential compounds against transmissible spongiform encephalopathies. European journal of medicinal chemistry 20030601
Transport behavior of 3,3'-dichlorobenzidine in a freshwater estuary. Environmental toxicology and chemistry 20030101
[Aromatic amines with certain, probable, or possible carcinogenic action: reference values]. Giornale italiano di medicina del lavoro ed ergonomia 20030101
Determination of hemoglobin adducts formed in rats exposed orally with 3,3'-dichlorobenzidine by GC/MS-SIM. Toxicology and industrial health 20020501
Photodechlorination of 3,3'-dichlorobenzidine in water. Environmental toxicology and chemistry 20020301
Identification of a new mutagenic polychlorinated biphenyl derivative in the Waka River, Wakayama, Japan, showing activation of an aryl hydrocarbon receptor-dependent transcription. Chemical research in toxicology 20020301
3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride. Report on carcinogens : carcinogen profiles 20020101
Using base-specific Salmonella tester strains to characterize the types of mutation induced by benzidine and benzidine congeners after reductive metabolism. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011201
Trace-level determination of benzidine and 3,3'-dichlorobenzidine in aqueous environmental samples by online solid-phase extraction and liquid chromatography with electrochemical detection. Journal of chromatographic science 20010701
[Resolution of overlapping mass spectra of azobiphenyl dyes by subwindow factor analysis technique]. Se pu = Chinese journal of chromatography 20010301
Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa. Biochemical pharmacology 19970915
Binding of chlorinated benzidines to the rat hepatic aromatic hydrocarbon receptor. Chemico-biological interactions 19890101
Activation of 3,3'-dichlorobenzidine in rat liver microsomes to mutagens: involvement of cytochrome P-450d. Carcinogenesis 19880501
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). Toxicology and applied pharmacology 19750101
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