CAS 95896-78-9

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

Description:

2-Amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline, commonly referred to as TMQ, is a heterocyclic aromatic amine known for its potential role as a mutagen and carcinogen. This compound features a fused imidazoquinoxaline structure, which contributes to its biological activity. TMQ is characterized by the presence of amino and methyl groups that enhance its reactivity and solubility in organic solvents. It is typically formed during the cooking of certain foods, particularly those subjected to high temperatures, such as grilled or charred meats. The compound has been studied for its effects on DNA and its potential to induce mutations, making it a subject of interest in toxicology and food safety research. Its molecular structure allows for interactions with biological macromolecules, which can lead to adverse health effects. Due to its classification as a potential carcinogen, regulatory agencies monitor its presence in food products, emphasizing the importance of understanding its properties and implications for human health.

Formula: C₁₂H₁₃N₅

InChI: InChI=1/C12H13N5/c1-6-4-8-9(15-7(2)5-14-8)10-11(6)17(3)12(13)16-10/h4-5H,1-3H3,(H2,13,16)

InChI key: InChIKey=LAZSIJHHPMHKQI-UHFFFAOYSA-N

SMILES: CC=1C2=C(C=3C(C1)=NC=C(C)N3)N=C(N)N2C

Synonyms:

• 2-Amino-3,4,8-trimethylimidazo(4,5-f)quinoxaline
• 3,4,8-Trimethyl-3H-imidazo(4,5-f)quinoxalin-2-amine
• 3,4,8-Trimethylimidazo(4,5-f)quinoxalin-2-amine
• 3H-Imidazo(4,5-f)quinoxalin-2-amine, 3,4,8-trimethyl-
• 4,8-DiMeIQx
• 4,8-Dimethyl IQX
• Brn 5344583
• Ccris 6408
• Di-meIQX
• Dimethyl-IQX
• 2-Amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxaline
• DIMEIQX
• 5-f)quinoxalin-2-amine,3,4,8-trimethyl-3h-imidazo(
• 2-AMINO-3,4,8-TRIMETHYLIMIDAZOL(4,5-F)QUINOXALINE
• Amino-3,4,8-trimethyl-(3H)-imidazo[4.5-f]quinoxaline

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

CAS: 95896-78-9

Formula: C₁₂H₁₃N₅

Color and Shape: Solid

Molecular weight: 227.2651

Ref: IN-DA005WK0

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

CAS: 95896-78-9

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

Formula: C₁₂H₁₃N₅

Purity: ≥95%

Color and Shape: yellowish green solid

Molecular weight: 227.27g/mol

Ref: 54-OR3100T

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

CAS: 95896-78-9

Applications A mutagenic/carcinogenic heterocyclic amine formation in fried beef steak.
References Environmental Health Perspectives, 67, 17, (1986), Sugimura, T., et al.: Mutation Research, 290, 43 (1993), Eisenbrand & Tang: Toxicology, 84, 1 (1993), Vikse, R., et al.: Mutation Research, 298, 207 (1993)

Formula: C₁₂H₁₃N₅

Color and Shape: Yellow To Dark Beige

Molecular weight: 227.27

Ref: TR-A631000

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

CAS: 95896-78-9

2-Amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxaline is a metabolite of the heterocyclic amine 2-amino-1-methyl-6-(phenylamino)pyridine (PhIP) and is a potential carcinogen. It has been detected in human urine samples with an inhibitory effect on the amine oxidase activity. 2A3MTQx inhibits the growth of V79 cells and induces apoptosis in zanthoxylum bungeanum cells. This compound is genotoxic and can cause DNA damage; however, it does not induce chromosomal aberrations or sister chromatid exchanges in v79 cells. The toxicity of this compound to intestinal tissues has not been studied.

Formula: C₁₂H₁₃N₅

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 227.27 g/mol

Ref: 3D-FA17489