78411-56-0 Usage
Uses
Used in Research Applications:
2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline is used as a research chemical for studying the mechanisms of carcinogenesis and mutagenicity in various biological systems. Its ability to induce DNA damage and gene mutations makes it a valuable tool for understanding the effects of cooking-related carcinogens on human health.
Used in Public Health and Nutrition Education:
2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline serves as a reference compound in public health campaigns and nutrition education to raise awareness about the potential risks associated with consuming charred and well-done meats. By informing individuals about the presence of 2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline in cooked foods, they can make informed choices about their cooking methods and dietary habits to reduce exposure to HAAs.
Used in Food Safety and Quality Control:
2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline is utilized in food safety and quality control processes to monitor and regulate the levels of HAAs in meat and fish products. By testing for the presence of 2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline, food manufacturers can ensure that their products meet safety standards and minimize the potential health risks for consumers.
Used in Development of Anticancer Strategies:
Although 2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline itself is a carcinogen, understanding its mechanisms of action can aid in the development of strategies to counteract or mitigate its effects. This knowledge can contribute to the design of chemopreventive agents or dietary interventions that may help reduce the risk of cancer associated with exposure to 2-Amino-3,7-dimethylimidazo[4,5-f]quinoxaline.
Check Digit Verification of cas no
The CAS Registry Mumber 78411-56-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,4,1 and 1 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 78411-56:
(7*7)+(6*8)+(5*4)+(4*1)+(3*1)+(2*5)+(1*6)=140
140 % 10 = 0
So 78411-56-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H11N5/c1-6-5-13-9-7(14-6)3-4-8-10(9)15-11(12)16(8)2/h3-5H,1-2H3,(H2,12,15)
78411-56-0Relevant academic research and scientific papers
Regiospecific Synthesis of the Aminoimidazoquinoxaline (IQx) Mutagens from Cooked Foods
Bierer, Donald E.,O'Connell, John F.,Parquette, Jon R.,Thompson, Charles M.,Rapoport, Henry
, p. 1390 - 1405 (2007/10/02)
A versatile regiospecific synthesis has been developed to prepare the six dimethyl- and trimethyl-substituted 2-aminoimidazoquinoxaline (IQx) regioisomers 35, 36, 37, 38, 39, and 40 for complete and unambiguous characterization.The key reaction step in the synthetic sequence for these angular tricycles is a photodehydrohalogenative cyclization of suitably substituted pyrazinylimidazolylethylene intermediates derived from common pyrazine and fully functionalized imidazole precursors.The reaction sequence developed allows for versatility in the substitution pattern as well as total regioisomeric control for the synthesis of all possible methyl and polymethyl analogues of IQx.Comparison of the physical properties among the isomeric di- and trimethyl-IQx's has established the value of unambiguous regiospecific synthesis for structural assignments in this food mutagen series.
An improved synthesis of 3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine ("MeIQx") and its 2-14C-labelled analogue.
Grivas,Olsson
, p. 31 - 34 (2007/10/02)
The highly mutagenic title compound (MeIQx) was prepared in 21% overall yield from 4-fluoro-o-phenylenediamine. The 3,7-dimethyl isomer may be obtained as a minor by-product. The 14C-label was introduced in the last step through cyclization with [14C]cyanogen bromide. An alternative synthesis of MeIQx from p-fluoroaniline avoided the separation of isomers but gave poorer yield.
SYNTHESIS OF 2-AMINO-3,8-DIMETHYLIMIDAZOQUINOXALINE (Me-IQx), A POTENT MUTAGEN ISOLATED FROM FRIED BEEF
Kasai, Hiroshi,Shiomi, Tomoko,Sugimura, Takashi,Nishimura, Susumi
, p. 675 - 678 (2007/10/02)
A potent mutagen, 2-amino-3,8-dimethylimidazoquinoxaline (Me-IQx), isolated from fried beef and its 3,7-dimethyl derivative were synthesized from 6-amino-3-methylquinoxaline and 6-amino-2-methylquinoxaline, respectively.These compounds showed strong mutagenic activity towards Salmonella typhimurium TA98 in the presence of S9 Mix.
