119858-52-5

Basic information

• Product Name: 2-Methylimidazo[1,2-a]pyridine-8-amine
• Synonyms: 2-METHYLIMIDAZO[1,2-A]PYRIDIN-8-AMINE;2-Methyl-imidazo[1,2-a]pyridin-8-ylamine;2-METHYLIMIDAZO[1,2-A]PYRIDINE-8-AMINE;CAMINE;8-AMINO-2-METHYLIMIDAZO[1,2-A]PYRIDINE;IMidazo[1,2-a]pyridin-8-aMine, 2-Methyl-;2-MethylH-iMidazo[1,2-a]pyridin-8-aMine
• CAS NO: 119858-52-5
• Molecular Formula: C8H9N3
• Molecular Weight: 147.18
• Mol File: 119858-52-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.273g/cm³
• Refractive Index: 1.667
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Methylimidazo[1,2-a]pyridine-8-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylimidazo[1,2-a]pyridine-8-amine(119858-52-5)
• EPA Substance Registry System: 2-Methylimidazo[1,2-a]pyridine-8-amine(119858-52-5)

Safety Data

• Hazardous Substances Data: 119858-52-5(Hazardous Substances Data)

Usage

General Description

2-Methylimidazo[1,2-a]pyridine-8-amine, also known as 8-Aminomyrtilline, is a chemical that belongs to the class of heterocyclic amines. It is formed during the cooking or grilling of meat, particularly at high temperatures, and is considered a potential carcinogen. When meat is cooked at high temperatures, the amino acids and creatine present in the meat react to form various heterocyclic amines, including 2-Methylimidazo[1,2-a]pyridine-8-amine. Studies have shown that consumption of this chemical may increase the risk of developing certain types of cancer, particularly colorectal, breast, and prostate cancers. Therefore, it is recommended to limit the consumption of meat cooked at high temperatures in order to reduce exposure to this potentially harmful chemical.

InChI:InChI=1/C8H9N3/c1-6-5-11-4-2-3-7(9)8(11)10-6/h2-5H,9H2,1H3

Upstream product

• 452-58-4 2,3-Diaminopyridine 
• 78-95-5 chloroacetone 

Relevant articles and documents

Imidazonaphthyridine systems (part 2): Functionalization of the phenyl ring linked to the pyridine pharmacophore and its replacement by a pyridinone ring produces intriguing differences in cytocidal activity

We recently discovered that five- and pseudo-five-fused-ring derivatives in an imidazonaphthyridine series were promising hit compounds for the development of new DNA-intercalators. In this study, novel (dihydro)imidazo[1,6] and [1,7]naphthyridi(no)nes were prepared including pseudo-pentacycles. All the compounds synthesized were screened against four tumor cell lines. Compounds 3(b-d) showed significant in vitro cytotoxicity, and DNA intercalation properties were demonstrated at 25 μM. Imidazonaphthyridinones exhibited no DNA binding affinity despite significant growth inhibition activity. Interestingly, when a pyridinone pharmacophore was linked to the imidazo[1,2-a]pyridine scaffold, the geometric orientation of the link had a strong impact on the growth inhibition activity. From these results we conclude that the moderate cytotoxicity observed for these compounds is independent of their DNA-binding and topoisomerase inhibition activities.