CAS 132898-07-8

2-Amino-3,4,7,8-tetramethylimidazo[4,5-f]quinoxaline

Description:

2-Amino-3,4,7,8-tetramethylimidazo[4,5-f]quinoxaline, commonly referred to as TMQ, is a heterocyclic aromatic amine known for its potential mutagenic and carcinogenic properties. This compound features a complex structure that includes both imidazole and quinoxaline rings, contributing to its chemical reactivity. TMQ is typically formed during the cooking of certain foods, particularly those subjected to high temperatures, such as grilled or charred meats. Its molecular structure allows for interactions with biological macromolecules, which can lead to DNA damage and subsequent mutations. TMQ is soluble in organic solvents but has limited solubility in water, which influences its bioavailability and environmental behavior. Due to its potential health risks, research continues to evaluate its presence in food products and its implications for human health. Regulatory agencies monitor such compounds to assess their safety and establish guidelines for exposure limits. Understanding the characteristics of TMQ is crucial for both food safety and public health initiatives.

Formula: C₁₃H₁₅N₅

InChI: InChI=1S/C13H15N5/c1-6-5-9-10(16-8(3)7(2)15-9)11-12(6)18(4)13(14)17-11/h5H,1-4H3,(H2,14,17)

InChI key: InChIKey=MCFPPHKNJUOYBX-UHFFFAOYSA-N

SMILES: CC=1N=C2C3=C(N(C)C(N)=N3)C(C)=CC2=NC1C

Synonyms:

• 2-Amino-3,4,7,8-Tetramethylimidazo(4,5-F)Quinoxaline
• 3,4,7,8-Tetramethylimidazo[4,5-f]quinoxalin-2-amine
• 3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxalin-2-amine
• 3H-Imidazo[4,5-f]quinoxalin-2-amine, 3,4,7,8-tetramethyl-
• 2-Amino-3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxaline

3H-Imidazo[4,5-f]quinoxalin-2-amine, 3,4,7,8-tetramethyl-

CAS: 132898-07-8

Formula: C₁₃H₁₅N₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 241.2917

Ref: IN-DA0011CK

2-Amino-3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxaline

Controlled Product

CAS: 132898-07-8

Applications Mutagenic imidazoquinoxaline. Mutagenic chemical in bacterial systems (Ames test) as well as being active in the DNA repair test in liver cells.
References Stavric, B.: Food Chem. Toxicol., 34, 515 (1996), Dashwood, R., et al.: Env. Mol. Mutagen., 27, 211 (1996), Melo, A., et al.: J. Agric. Food Chem., 56, 10625 (2008),

Formula: C₁₃H₁₅N₅

Color and Shape: Yellow To Brown

Molecular weight: 241.29

Ref: TR-A630000

2-Amino-3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxaline

CAS: 132898-07-8

2-Amino-3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxaline is a potent inhibitor of amine oxidases that are involved in the oxidative metabolism of amines. It has been shown to inhibit the oxidation of aromatic and fatty acids, as well as the formation of heterocyclic amines. The 2-amino-3,4,7,8-tetramethyl-3H-imidazo[4,5-f]quinoxaline can be used to quantitatively determine the concentration of amine oxidases in food samples by liquid chromatography with electrochemical detection. 2-Amino-3,4,7,8-tetramethyl -3H -imidazo [4 , 5 -f ] quinoxaline has been shown to be a potent inhibitor for model systems involving fatty acids and aromatic hydrocarbons.

Formula: C₁₃H₁₅N₅

Purity: (%) Min. 95%

Color and Shape: Powder

Molecular weight: 241.29 g/mol

Ref: 3D-FA17488