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31629

Supelco

o-Aminoazotoluene

analytical standard

Synonyme(s) :

4′-amino-2,3′-diméthylazobenzène, Jaune pour solvant 3

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About This Item

Formule linéaire :
CH3C6H4N=NC6H3(CH3)NH2
Numéro CAS:
97-56-3
Poids moléculaire :
225.29
Numéro Beilstein :
6506005
Numéro CE :
202-591-2
Numéro MDL:
MFCD00007733
Code UNSPSC :
41116107
ID de substance PubChem :
329753852

Qualité

analytical standard

Niveau de qualité

100

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

101-102 °C (lit.)

Application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

Format

neat

Chaîne SMILES 

Cc1ccccc1\N=N\c2ccc(N)c(C)c2

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+

Clé InChI

PFRYFZZSECNQOL-WUKNDPDISA-N

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Catégories apparentées

Description générale

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.
o-Aminoazotoluene (AAT) is a carcinogenic primary amino azo dye.1

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.

Attention

Limité aux utilisations professionnelles. Attention − éviter l′exposition − demander les instructions spéciales avant utilisation.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BCCF0279
BCBR8036V
SZBD324XV
SZBB091XV
SZE6129X

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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)
M Yu Pakharukova et al.
Bulletin of experimental biology and medicine, 152(1), 101-104 (2012-07-18)
Transcription factors of the FoxA family (forkhead box A) regulate cell metabolism and differentiation and maintain specificity of liver cell proteome and phenotype of mature hepatocytes. The relationship between hepatocarcinogenicity of azo compounds o-aminoazotoluene (OAT) and 3'-methyl-4-dimethylaminobenzene (3'MeDAB) for GR
Orto-aminoazotoluen induces the expression of the p53 gene in inbred strains of mice susceptible and resistant to hepatocarcinogenesis.
O A Timofeeva et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 429, 579-582 (2010-02-23)
L O Bryzgalov et al.
Biochemistry. Biokhimiia, 73(1), 70-75 (2008-02-26)
To reveal the mechanism of tumor-suppressing activity of FOXA proteins in liver, a search for potential target genes of these transcription factors involved in proliferation control was carried out. In the first step, we have used data from the literature
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