15562-25-1

Usage

Heterocyclic organic compound

It is an organic compound that contains a ring structure with at least one heteroatom, which is an atom other than carbon, such as nitrogen or oxygen, in the ring.

Imidazole family

1-methyl-1H-imidazo[1,2-a]pyridin-4-ium belongs to the imidazole family, which is a group of organic compounds that have a five-membered ring structure with two nitrogen atoms and one sulfur atom.

Positively charged ion

The compound has a positive charge, indicating that it is a cation.

Methyl group attachment

The methyl group (a carbon atom with three hydrogen atoms) is attached to the nitrogen atom of the imidazole ring, which influences the compound's properties and reactivity.

Biological activity

1-methyl-1H-imidazo[1,2-a]pyridin-4-ium has shown potential as a drug molecule due to its biological activity, particularly in the field of medicinal chemistry.

Applications in materials science

The compound has potential applications in materials science, which involves the study and development of new materials with unique properties and functions.

Precursor in organic synthesis

1-methyl-1H-imidazo[1,2-a]pyridin-4-ium can be used as a starting material or precursor in the synthesis of other organic compounds, making it a valuable building block in organic chemistry.

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 74-88-4 methyl iodide 
• 109-04-6 2-bromo-pyridine 

Relevant academic research and scientific papers

Iridium, ruthenium, and palladium complexes containing a mesoionic fused imidazolylidene ligand

Imidazo[1,2-a]pyridine consisting of a pyridine fused to an imidazolium salt at the imidazolium N1-C2 bond and hence protected from forming normal imidazole-2-ylidene complexes undergoes selective activation of the C5-H bond with Ag2O, i.e. at the imidazolium carbon that is proximal to the pyridine nitrogen. While the silver carbene complex is unstable, transmetallation with [IrCp?Cl2]2, [RuCl2(cym)]2, and [PdCl(allyl)]2 afforded stable mesoionic carbene complexes. Two iridium(III) complexes containing one fused carbene ligand and one palladium(II) complex containing two carbene ligands at the metal centre were structurally characterized. The absence of substituents adjacent to the carbene carbon prevents wingtip group activation, and it imparts a reduced stability of the complexes in particular under (mildly) acidic conditions.

TRANSMISSION D'UN EFFET STERIQUE PERI A TRAVERS UN NOYAU HETEROAROMATIQUE--II INFLUENCE SUR LA REACTIVITE A LONGUE DISTANCE

The quantitative nucleophilic reactivity of alkyl and dialkylimidazo pyridines towards methyl iodide is described.In the series of monomethyl derivatives the 7-methyl compound is the most activated and the 8-methyl compound the most deactivated.The effects of two alkyl substituants on the rate of alkylation are additive in the absence of intramolecular steric interaction.On the contrary a deactivation on N1 is observed for the peri disubstituted derivatives and the deactivation increases with the substituent size.Interpretations of these electronic and steric effects are proposed.