BENZIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H12N2
Molecular Weight	184.2371
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=HFACYLZERDEVSX-UHFFFAOYSA-N

InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2

HIDE SMILES / InChI

Molecular Formula	C12H12N2
Molecular Weight	184.2371
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
Annexin1 regulates the erythroid differentiation through ERK signaling pathway.	2005-06-17	15883023
The formation of cucurbit[n]uril (n = 6, 7) complexes with amino compounds in aqueous formic acid studied by capillary electrophoresis.	2005-06	15880553
An association of UDP-glucuronosyltransferase 2B7 C802T (His268Tyr) polymorphism with bladder cancer in benzidine-exposed workers in China.	2005-05	15615884
Insulin-like growth factor-I receptor activity is essential for Kaposi's sarcoma growth and survival.	2005-04-25	15812560
Morphology, cytochemical staining, and ultrastructural characteristics of the blood cells of the giant lizard of El Hierro (Gallotia simonyi).	2005-04	15563919
[Expression of protein p53 in workers occupationally exposed to benzidine and bladder cancer patients.].	2005-02	15748509
Concentrations and distribution of 3,3'-dichlorobenzidine and its congeners in environmental samples from Lake Macatawa.	2005-02	15621190
[Effect of specific siRNA targeting against bcr-abl chimeric gene on chronic myelogenous leukemia cells].	2005-01-19	15854468
Comparison of carcinogen hazard characterisation based on animal studies and epidemiology.	2005-01	15667598
Localization of sulfated sialic acids in the dentinal tubules during tooth formation in mice.	2005	15866285
Optimization of an analytical method for detecting paraphenylenediamine (PPD) by GC/MS-iontrap in biological liquids.	2004-12-02	15639598
Lactoperoxidase-catalyzed activation of carcinogenic aromatic and heterocyclic amines.	2004-12	15606142
Overexpression of transglutaminase 2 accelerates the erythroid differentiation of human chronic myelogenous leukemia K562 cell line through PI3K/Akt signaling pathway.	2004-11-19	15556610
Listing occupational carcinogens.	2004-11	15531427
Cancer mortality and incidence among a cohort of benzidine and dichlorobenzidine dye manufacturing workers.	2004-11	15490466
Production of hemo- and immunoregulatory cytokines by erythroblast antigen+ and glycophorin A+ cells from human bone marrow.	2004-10-18	15488155
Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer.	2004-10-06	15467031
Analysis of the involvement of human N-acetyltransferase 1 in the genotoxic activation of bladder carcinogenic arylamines using a SOS/umu assay system.	2004-10-04	15450435
Genotypic and phenotypic biomarker profiles for individual risk assessment and cancer detection (lessons from bladder cancer risk assessment in symptomatic patients and workers exposed to benzidine).	2004-09-01	15358590
[Determination of deoxyribonuceic acids by resonance light scattering technique with benzidine in the presence of the sensitizing sodium dodecyl sulfate].	2004-09	15762516
Polymorphism of N-acetyltransferase 2 (NAT2) gene polymorphism in shanghai population: occupational and non-occupational bladder cancer patient groups.	2004-09	15602826
Chemical and enzymatic interactions of Direct Black 38 and Direct Brown 1 on release of carcinogenic amines.	2004-09	15261529
Faecal tumour M2 pyruvate kinase: a new, sensitive screening tool for colorectal cancer.	2004-08-31	15266315
Age-related differences in susceptibility to carcinogenesis: a quantitative analysis of empirical animal bioassay data.	2004-08	15289159
Biomarkers in maternal and newborn blood indicate heightened fetal susceptibility to procarcinogenic DNA damage.	2004-07	15238289
Surface-modified mesoporous ceramics as delivery vehicle for haemoglobin.	2004-06-19	15204638
Carcinogenicity of azo colorants: influence of solubility and bioavailability.	2004-06-15	15177655
Comparative metabolic activation of benzidine and N-acetylbenzidine by prostaglandin H synthase.	2004-06-15	15177648
[Stimulatory response to the oxidation of benzidine and other xenobiotics mediated by lipoxygenase in the presence of phenothiazines].	2004-06	15256151
[Homozygous hemoglobin constant spring in Guangxi province].	2004-04	15182556
Assessment of the performance of the Ames II assay: a collaborative study with 19 coded compounds.	2004-03-14	15036131
Inhibitory effect of tellimagrandin I on chemically induced differentiation of human leukemia K562 cells.	2004-03-01	14757314
Oxidation of benzidine and its derivatives by thyroid peroxidase.	2004-02	15000688
Effects of chebulinic acid on differentiation of human leukemia K562 cells.	2004-02	14769215
Occupational exposure and urological cancer.	2004-02	14648102
[Separation of aromatic amines by capillary zone electrophoresis with lower electroosmotic flow].	2004-01	15712955
Occupational exposure to chemical and petrochemical industries and bladder cancer risk in four western Canadian provinces.	2004	15554606
A new end-point for ELISA titrations.	2004	15552591
Evaluation of anti-prion activity of congo red and its derivatives in experimentally infected hamsters.	2004	15344846
Separation and trace estimation of benzidine and its macromolecular adducts using supercritical fluid chromatography.	2003-10-05	14522020
Simplified method to assay total plasma peroxidase activity and ferriheme products in sickle cell anemia, with initial results in assessing clinical severity in a trial with citrulline therapy.	2003-10	14528113
Role of face-to-face and edge-to-face aromatic interactions in the inclusion complexation of cyclobis(paraquat-p-phenylene): a theoretical study.	2003-08-08	12895093
Markers of genetic susceptibility in human environmental hygiene and toxicology: the role of selected CYP, NAT and GST genes.	2003-06	12872524
Synthesis and evaluation of analogues of Congo red as potential compounds against transmissible spongiform encephalopathies.	2003-06	12832128
Appearance of erythrocyte-like globules in the mouse visceral yolk sac endodermal cells on embryonic day 12, with special reference to blood islands.	2003-06	12801082
[Aromatic amines with certain, probable, or possible carcinogenic action: reference values].	2003-04-17	12696487
Comparison of the performances of a particle beam LC-MS interface obtained by standard and modified skimmers.	2003-03	12737486
Dyes metabolized to benzidine (benzidine dye class).	2002	15318373
Benzidine.	2002	15317128
[Fluorescence development of blood fingerprint].	2001-10	12945329

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:21:57 GMT 2025` Edited by `admin` on `Mon Mar 31 19:21:57 GMT 2025`
Record UNII	2X02101HVF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZIDINE

Systematic Name

English

NCI-C03361

Preferred Name

English

P-DIAMINODIPHENYL

Common Name

English

NSC-146476

Code

English

PHENYLBUTAZONE IMPURITY E [EP IMPURITY]

Common Name

English

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

Systematic Name

English

BENZIDINE [MI]

Common Name

English

BENZIDINE, DYES METABOLIZED TO [IARC]

Common Name

English

BENZIDINE [IARC]

Common Name

English

BENZIDINE [HSDB]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45178