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线性分子式:
CH3C6H4N=NC6H3(CH3)NH2
化学文摘社编号:
分子量:
225.29
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-591-2
Beilstein/REAXYS Number:
6506005
MDL number:
InChI
1S/C14H15N3/c1-10-5-3-4-6-14(10)17-16-12-7-8-13(15)11(2)9-12/h3-9H,15H2,1-2H3/b17-16+
InChI key
PFRYFZZSECNQOL-WUKNDPDISA-N
SMILES string
Cc1ccccc1\N=N\c2ccc(N)c(C)c2
grade
analytical standard
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
mp
101-102 °C (lit.)
application(s)
cleaning products
cosmetics
environmental
food and beverages
personal care
format
neat
Quality Level
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Disclaimer
仅限于专业用户。注意 — 避免接触 — 使用前请了解特别说明。
Application
o-Aminoazotoluene may be used as an analytical reference standard for the quantification of the analyte in:
- Dyes, cosmetics, inks and finger paints using liquid chromatography coupled to mass spectrometry (LC-MS).
- Commercial samples including food packaging plastic, multilayer plastic laminates and recycled paperboard categories using liquid chromatography coupled to mass spectrometry (LC-MS) technique.
AAT has been used as reference standard in determination of aromatic amines from azo colorants in toys using HPLC.2
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
General description
o-Aminoazotoluene (AAT) is categorized as a Class 2B carcinogen by the international agency for research on cancer (IARC). This class of azo dyes are widely used as colorants in a variety of products including leather, cosmetics, paper, toys, plastics, pharmaceuticals, textiles, paints, food, leather, etc. Primary aromatic amines (PAAs) are most commonly used as starting compounds in the production of azo dyes and can often migrate into foodstuffs from food packaging materials. AAT finds applications in coloring oils, fats, and waxes.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)
o-Aminoazotoluene (AAT) is a carcinogenic primary amino azo dye.1
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Yoko Uematsu et al.
Journal of AOAC International, 100(4), 1102-1109 (2017-02-27)
A method for simutaneously detecting 8 oil-soluble and 10 water-soluble (3 basic and 7 acidic) illegal dyes in foods was developed. The sample was mixed with water, followed by methanol and tetrahydrofuran. Transesterification with sodium methoxide was applied to the
Genotoxicity of o-aminoazotoluene (AAT) determined by the Ames test, the in vitro chromosomal aberration test, and the transgenic mouse gene mutation assay
Ohsawa I-K, et al.
Mutation Research. Genetic Toxicology and Environmental Mutagenesis, 471(1-2), 113-126 (2000)
S I Il'nitskaya et al.
Bulletin of experimental biology and medicine, 137(6), 548-550 (2004-09-30)
Suckling mice were more sensitive to the hepatocarcinogenic effect of various carcinogens compared to adult animals. After treatment with o-aminoazotoluene and diethylnitrosamine HNF3-DNA-binding capacity and glucocorticoid-induced liver tyrosine aminotransferase activity in suckling mice decreased more significantly than in adult animals.
Li-Jing Du et al.
Food chemistry, 262, 118-128 (2018-05-13)
In this study, dispersive micro solid phase extraction (DMSPE) combined with ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry method was established to extract and determine sudan dyes and their metabolites in real samples. The crown ether microfunctionalized
Ludmila Yu Zacharova et al.
Toxicological sciences : an official journal of the Society of Toxicology, 73(1), 108-113 (2003-04-18)
The objective of this study was to investigate cytochrome P4501A1 and 1A2 mRNA, protein, and enzyme activity in the liver of male mice differing in the aryl hydrocarbon receptor (AhR) genotype during treatment with the carcinogenic compounds 3-methylcholanthrene (MC) and
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