874-39-5

Basic information

• Product Name: 7-Methylimidazo(1,2-a)pyridine
• Synonyms: 7-Methylimidazo[1,2-a]pyridine
• CAS NO: 874-39-5
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• Product Categories: blocks;Imidazoles;Pyridines
• Mol File: 874-39-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.11 g/cm³
• Refractive Index: 1.609
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 7-Methylimidazo(1,2-a)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methylimidazo(1,2-a)pyridine(874-39-5)
• EPA Substance Registry System: 7-Methylimidazo(1,2-a)pyridine(874-39-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 874-39-5(Hazardous Substances Data)

Usage

General Description

7-Methylimidazo(1,2-a)pyridine (7-MeI) is a chemical compound that belongs to the group of heterocyclic aromatic amines (HAs). It is formed during the cooking or processing of meat, particularly red and processed meat, at high temperatures. 7-MeI is a known carcinogen and has been linked to an increased risk of several types of cancer, including colorectal cancer. It is considered a potent mutagen, meaning that it has the ability to cause changes in the DNA of cells, potentially leading to the development of cancer. As a result, efforts are being made to reduce the levels of 7-MeI in processed and cooked meats through changes in cooking methods and by raising consumer awareness about the potential health risks associated with its consumption.

InChI:InChI=1/C8H8N2/c1-7-2-4-10-5-3-9-8(10)6-7/h2-6H,1H3

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 17157-48-1 bromoacetaldehyde 
• 107-20-0 2-chloroethanal 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 

Downstream Products

• 882187-78-2 7-methyl-3-phenylimidazo[1,2-α]pyridine 
• 59938-28-2 3-chloro-7-methyl-imidazo[1,2-a]pyridine 
• 56051-32-2 3-bromo-7-methyl-imidazo[1,2-a]pyridine 
• 342613-56-3 3-(3-methoxyphenyl)-7-methylimidazo[1,2-a]pyridine 
• 30384-94-2 7-methylimidazo<1,2-a>pyridine-3-carboxaldehyde 
• 59938-33-9 3-iodo-7-methylimidazo[1,2-a]pyridine 

Relevant articles and documents

From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase

Significant inhibition of Aurora B was achieved by the synthesis of simplified fragments of benzosceptrins and oroidin belonging to the marine pyrrole-2-aminoimidazoles metabolites isolated from sponges. Evaluation of kinase inhibition enabled the discovery of a synthetically accessible rigid acetylenic structural analogue EL-228 (1), whose structure could be optimized into the potent CJ2-150 (37). Here we present the synthesis of new inhibitors of Aurora B kinase, which is an important target for cancer therapy through mitosis regulation. The biologically oriented synthesis yielded several nanomolar inhibitors. The optimized compound CJ2-150 (37) showed a non-ATP competitive allosteric mode of action in a mixed-type inhibition for Aurora B kinase. Molecular docking identified a probable binding mode in the allosteric site "F"and highlighted the key interactions with the protein. We describe the improvement of the inhibitory potency and specificity of the novel scaffold as well as the characterization of the mechanism of action.

NEW COMPOUNDS

The invention relates to new bicyclic heterocyclic derivative compounds, to pharmaceutical compositions comprising said compounds and to the use of said compounds in the treatment of diseases, e.g. cancer.

Substituent effects on fluorescent properties of imidazo[1,2- α]pyridine-based compounds

In order to search for novel fluorescent organic compounds, 20 derivatives of imidazo[1,2-a]pyridine (1) were synthesized, and their fluorescent properties were studied. Though the parent compound I (λ(fl) = 370.5 nm, Φ = 0.57 in ethanol) was in the liquid state at ambient temperature, 2-phenylimidazo[1,2-a]pyridine (5), 2-(2-naphthyl)imidazo[1,2- a]pyridine (16), 7-methylimidazo[1,2-a]pyridine (3), 7-methyl-2- phenylimidazo[1,2-a]pyridine (12), and 7-methyl-2(2-naphthyl)imidazo[1,2- a]pyridine (17) were found to give thermally stable solid compounds (mp 55- 190 °C) without much affecting the fluorescent properties of the parent compound (λ(fl) = 374-381 nm, Φ = 0.50-0.78 in ethanol). Among the 4'- substituted 2-phenyl derivatives, it was found that the introduction of the strong electron-donating amino and dimethylamino groups (2-(4- aminophenyl)imidazo[1,2-a]pyridine (7) and 2-[4- (dimethylamino)phenyl]imidazo[1,2-a]pyridine (8), respectively) caused marked red shift of their fluorescence (λ(fl) = 445 and 446 nm, respectively, in ethanol), thus providing the way for tuning the fluorescence color of the IP derivatives. The observed red shift of the fluorescence of 7 and 8 was ascribed to the contribution of the excited intramolecular charge transfer state.