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Usage

Uses

Used in Research and Toxicology Studies:
3-Methyl-imidazo[1,2-a]pyridine is used as a research compound in toxicology and carcinogenesis studies to investigate the mechanisms of cancer development and to evaluate the potential health risks associated with its presence in cooked food products. 3-METHYL-IMIDAZO[1,2-A]PYRIDINE serves as a model for understanding the effects of heterocyclic aromatic amines on cellular processes and their role in tumorigenesis.
Used in Food Safety and Quality Control:
3-Methyl-imidazo[1,2-a]pyridine is used as an indicator in food safety and quality control to monitor the levels of potentially harmful compounds in cooked meat and fish products. Analytical methods, such as high-performance liquid chromatography (HPLC) and mass spectrometry, are employed to detect and quantify the presence of this carcinogenic substance in food samples, ensuring compliance with safety standards and minimizing consumer exposure to harmful chemicals.
Used in Public Health and Nutritional Guidance:
3-Methyl-imidazo[1,2-a]pyridine is used as a reference point in public health and nutritional guidance to raise awareness about the potential risks associated with the consumption of cooked meat and fish products containing high levels of this carcinogenic compound. Health organizations and nutritionists may recommend practicing healthy cooking methods, such as reducing the use of high-temperature cooking techniques, to limit the formation of 3-Methyl-imidazo[1,2-a]pyridine and other harmful substances in food, thereby promoting a healthier diet and reducing the risk of cancer development.

Upstream product

• 108245-63-2 [2]pyridylamino-acetone 
• 108-24-7 acetic anhydride 
• 86602-43-9 1-(2-pyridinylamino)-2-nitroprene 
• 117459-94-6 2-(N-formyl-N-prop-2'-inyl)aminopyridin 
• 34813-97-3 2-(formylamino)pyridine 
• 504-29-0 2-aminopyridine 
• 111961-50-3 (2-methyl-[1,3]dioxolan-2-ylmethyl)-[2]pyridyl-amine 
• 1284210-49-6 tert-butyl prop-2-yn-1-yl(pyridin-2-yl)carbamate 
• 1284210-80-5 C₁₀H₁₀N₂O 
• 38427-94-0 N-(tert-butoxycarbonyl)-2-aminopyridine 
• 117459-95-7 N-(prop-2-yn-1-yl)pyridin-2-amine 
• 123-38-6 propionaldehyde 

Downstream Products

• 6188-43-8 imidazo[1,2-a]pyridine-3-carbaldehyde 
• 30489-43-1 3-hydroxymethylimidazo[1,2-a]pyridine 
• 30493-06-2 2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde 
• 30489-48-6 (2-(4-chlorophenyl)imidazo [1,2-a] pyridin-3-yl)methanol 
• 103845-12-1 N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl)methyl)butyramide 
• 103844-86-6 N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methylbutyramide 

Relevant academic research and scientific papers

Metal- and base-free synthesis of imidazo[1,2-: A] pyridines through elemental sulfur-initiated oxidative annulation of 2-aminopyridines and aldehydes

The elemental sulfur-promoted oxidative cyclization reaction for the efficient synthesis of substituted imidazo[1,2-a]pyridines has been developed. Easily available 2-aminopyridines and aldehydes were directly assembled in a highly atom-economical fashion through oxidative annulation under metal- and base-free conditions. Besides arylacetaldehydes, aliphatic aldehydes were also compatible with this system to deliver the alkyl-substituted imidazo[1,2-a]pyridines in excellent yields with the capability of gram-scale synthesis.

Silver-catalyzed cyclization of N-(prop-2-yn-1-yl)pyridin-2-amines

We report herein the silver-catalyzed cycloisomerization of readily available N-(prop-2-yn-1-yl)pyridine-2-amines as a new and practical method for the synthesis of differently substituted 3-methylimidazo[1,2-a]pyridines. The isomerization reactions proce

Synthesis of imidazo[1,2-a]pyridines: "Water-mediated" hydroamination and silver-catalyzed aminooxygenation

Aqueous syntheses of methylimidazo[1,2-a]pyridines without any deliberate addition of catalyst are reported. Imidazo[1,2-a]pyrazine and imidazo[2,1-a]isoquinoline were also obtained in good yields under similar conditions. With acetonitrile as solvent, Ag

Water mediated deprotective intramolecular hydroamination of N-propargylaminopyridines: Synthesis of imidazo[1,2-a]pyridines

Metal-free synthesis of substituted imidazole [1,2-a]pyridines from deprotective N-(prop-2-yn-1-yl)pyridin-2-amines in water is elucidated. Electron releasing substituents on pyridine ring provided pure products in quantitative yields without separation b

A base promoted cyclization of N-propargylaminopyridines. Synthesis of imidazo[1,2-a]pyridine derivatives

Chemical equations presented. A base promoted cyclization of the protected N-propargylaminopyridines was shown to be an efficient method for the preparation of imidazo[1,2-a]pyridine derivatives. The reactions were carried out with a small excess of base,

Acetylenchemie. 9. Mitt. Anellierte Imidazole aus N-Propinylamid-Vorstufen

The compound 2-(N-formyl-N-prop-2'-inyl)aminopyridine was cyclised in boiling formic acid to 3-methylimidazopyridine, with 3-methylene-2H-imidazopyridine as the intermediate.Under similar conditions the 1,3-diprop-2-inylpyrimidoquinoline-2,4-dione resulted from 1-methylimidazoquinoline-4-carbonic acid-N-2-prop-2'-inylamide and from the 1-prop-2'inylbenzonaphthyridin-2-one the 1-methylbenzoimidazonaphthyridine-4,7-dione as a new ring system, was obtained.

The Rearrangements of 2-Nitroenamines in Acidic Solutions

2-Nitroenamines react in a concentrated sulfuric acid, methanolic sulfuric acid or in TFA solutions giving a variety of products such as: the amides of pyrogronic acid oxime, di- and tri- azaindenes, 1-N-oxide of methoxysubstituted quinoxaline, oxazole, pyrazole derivatives and 1,3-dinitro-4-alkylaminobutadienes-1,3.Each of the products can be selectively synthesized by changing reaction medium and a substituent on the enamine nitrogen.The mechanism of formation of these derivatives is discussed, in a few instances, on the basis of spectroscopic evidence found that the nitronic acid is the reactive species in acidic solution.