Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H11N3 |
| Molecular Weight | 197.2358 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=CC=C(C=C1)\N=N\C2=CC=CC=C2
InChI
InChIKey=QPQKUYVSJWQSDY-CCEZHUSRSA-N
InChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
| Molecular Formula | C12H11N3 |
| Molecular Weight | 197.2358 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
P-Aminoazobenzene (4-Aminoazobenzene) is an intermediate in the production of diazo dyes such as Aniline Yellow, azo dyes and indulines (asphalt additive). The patch test solution of 4-Aminoazobenzene 1% may be used as screener for allergies to azo dyes. P-Aminoazobenzene is a carcinogen.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats. | 2011 |
|
| Rapid method for the confirmatory analysis of chrysoidine in aquaculture products by ultra-performance liquid chromatography-tandem mass spectrometry. | 2010-09 |
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| Phenyl-ring rotational disorder in the two-dimensional hydrogen-bonded structure of the 1:1 proton-transfer salt of the diazo-dye precursor 4-(phenyldiazenyl)aniline (aniline yellow) with L-tartaric acid. | 2010-07 |
|
| Origin and early development of the posterior lateral line system of zebrafish. | 2010-06-16 |
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| [Removal of chrysoidine from water by functionalized mesoporous material SBA-16]. | 2010-06 |
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| Intramolecular electronic communication in a dimethylaminoazobenzene-fullerene C60 dyad: an experimental and TD-DFT study. | 2010-04-30 |
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| Removal and recovery of Chrysoidine Y from aqueous solutions by waste materials. | 2010-04-15 |
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| Inhibition of aldehyde dehydrogenase expands hematopoietic stem cells with radioprotective capacity. | 2010-03-31 |
|
| Photoinduced surface relief grating formation for a single crystal of 4-aminoazobenzene. | 2010-03-30 |
|
| Electronic volume, aldehyde dehydrogenase, and stem cell marker expression in cells from human peripheral blood apheresis samples. | 2010-03 |
|
| Investigation on the toxic interaction of chrysoidine hydrochloride-CTMAB combined contamination with calf thymus DNA. | 2010-01 |
|
| Maternal and zygotic aldh1a2 activity is required for pancreas development in zebrafish. | 2009-12-11 |
|
| Discrimination of carcinogens by hepatic transcript profiling in rats following 28-day administration. | 2009-11-13 |
|
| 'Passe-partout effect' in positive patch test reactions: a novel pattern of edge effect. | 2009-10 |
|
| Proton transfer versus nontransfer in compounds of the diazo-dye precursor 4-(phenyldiazenyl)aniline (aniline yellow) with strong organic acids: the 5-sulfosalicylate and the dichroic benzenesulfonate salts, and the 1:2 adduct with 3,5-dinitrobenzoic acid. | 2009-10 |
|
| Induction of DNA strand breaks by genotoxicants in the alga Chlamydomonas reinhardtii. | 2009-09 |
|
| The last year before the dawn of antibiotics. | 2009-08 |
|
| Different roads to discovery; Prontosil (hence sulfa drugs) and penicillin (hence beta-lactams). | 2009-06 |
|
| Determination of light-absorbing layers at inner capillary surface by cw excitation crossed-beam thermal-lens spectrometry. | 2009-05-15 |
|
| Use of azobenzene amino acids as photo-responsive conformational switches to regulate antibody-antigen interaction. | 2009-05 |
|
| Sensitivity enhancement of thermal-lens spectrometry using laser-induced precipitation. | 2009-05 |
|
| Glial migratory streams in the developing hindbrain: a slice culture approach. | 2009-02-15 |
|
| High-sensitivity aminoazobenzene chemisorbed monolayers for photoalignment of liquid crystals. | 2009-01-20 |
|
| Cloud point extraction and flame atomic absorption spectrometry combination for copper(II) ion in environmental and biological samples. | 2008-12-30 |
|
| Solute-solvent interactions determine the effect of external electric field on the intensity of molecular absorption spectra. | 2008-12-25 |
|
| Synthesis and characterization of dicyclopalladated complexes of azobenzene derivatives by experimental and computational methods. | 2008-11-17 |
|
| Studies on crystal growth, vibrational and optical properties of organic nonlinear optical crystal: p-aminoazobenzene. | 2008-11-15 |
|
| Reactivity of in vitro activated human T lymphocytes to p-phenylenediamine and related substances. | 2008-10 |
|
| History revisited-Prontosil red. | 2008-08 |
|
| Azo-hydrazone tautomerism in protonated aminoazobenzenes: resonance Raman spectroscopy and quantum-chemical calculations. | 2008-05-15 |
|
| Dr Leonard Colebrook, FRS (1883-1967) and the chemotherapeutic conquest of puerperal infection. | 2008-05 |
|
| Bis[4-(dimethyl-amino)phen-yl]diazene oxide. | 2008-04-18 |
|
| Allergic contact dermatitis to chlorhexidine and para-amino compounds in a 4-year-old boy: a very rare observation. | 2008-04 |
|
| Retinoid requirements in the reproduction of zebrafish. | 2008-03-01 |
|
| The 1:1 proton-transfer compounds of 4-(phenyldiazenyl)aniline (aniline yellow) with 3-nitrophthalic, 4-nitrophthalic and 5-nitroisophthalic acids. | 2008-03 |
|
| Midkine-b regulates cell specification at the neural plate border in zebrafish. | 2008-01 |
|
| Fluorescence study on the interaction of bovine serum albumin with p-aminoazobenzene. | 2008-01 |
|
| Photomodulation of PS-modified oligonucleotides containing azobenzene substituent at pre-selected positions in phosphate backbone. | 2007-12-15 |
|
| [Unilateral contact dermatitis caused by footwear]. | 2007-12 |
|
| Genotoxic, mutagenic and cytotoxic effects of the commercial dye CI Disperse Blue 291 in the human hepatic cell line HepG2. | 2007-12 |
|
| [Simultaneous determination of chrysoidine and auramine O in bean products by HPLC]. | 2007-09 |
|
| Characterization of sulfonated azo dyes and aromatic amines by pyrolysis gas chromatography/mass spectrometry. | 2007-08 |
|
| [Return to the future 10 years later]. | 2007-06 |
|
| Chelating compound, chrysoidine, is more effective in both antiprion activity and brain endothelial permeability than quinacrine. | 2007-05 |
|
| In vitro dermal absorption and metabolism of D&C red no. 17 in human and porcineskin. | 2007-03-06 |
|
| Extracellular terbium and divalent cation effects on the red blood cell Na pump and chrysoidine effects on the renal Na pump. | 2007-02-15 |
|
| Patch test results in patients with scalp dermatitis: analysis of data of the Information Network of Departments of Dermatology. | 2007-02 |
|
| Late reactions in patch tests: a 4-year review from a clinic of occupational dermatology. | 2007-02 |
|
| Hydrogen phosphate and dihydrogen phosphate salts of 4-aminoazobenzene. | 2007-01 |
|
| The retinoic acid metabolising gene, CYP26B1, patterns the cartilaginous cranial neural crest in zebrafish. | 2007 |
Patents
Sample Use Guides
Male CD-I mice were treated with 15 consecutive daily i.p. injections of P-Aminoazobenzene (100 nmol/g)
Route of Administration:
Intraperitoneal
P-Aminoazobenzene was tested for its capacity to affect C2 and C4 biosynthesis in vitro by guinea pig PE cells. P-Aminoazobenzene was used at concentrations of 1 x 10 (-3) M to 1 x 10 (-5) M. P-aminoazobenzene, at
1 × 10 (-3) M killed more than 90% of the PE cells
in tissue culture, but had no effect on cell
survival at 1 × 10 (-4) M or less.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:48:59 GMT 2025
by
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on
Mon Mar 31 18:48:59 GMT 2025
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| Record UNII |
57X2AH42T1
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| Record Status |
Validated (UNII)
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