178488-37-4

Usage

Uses

Used in Organic Synthesis:
Imidazo[1,2-a]pyridine-3-carboxaldehyde, 5-methyl(9CI) is utilized as a key building block in organic synthesis for the creation of various pharmaceutical compounds. Its unique structure allows for the development of new molecules with potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Imidazo[1,2-a]pyridine-3-carboxaldehyde, 5-methyl- (9CI) is employed as a precursor for the synthesis of bioactive molecules. Its incorporation into drug candidates can lead to the discovery of new treatments for various diseases and conditions.
Used in Biological Research:
Imidazo[1,2-a]pyridine-3-carboxaldehyde, 5-methyl(9CI) functions as a fluorescent probe in biological research, enabling the visualization and study of biological processes at the molecular level. Its fluorescence properties aid researchers in tracking and analyzing cellular events.
Used in Analytical Chemistry:
As a reagent, Imidazo[1,2-a]pyridine-3-carboxaldehyde, 5-methyl- (9CI) is applied for the detection and quantification of certain compounds in analytical chemistry. Its ability to interact with specific substances makes it a valuable tool for accurate measurements and assessments in various chemical analyses.
Used in Drug Discovery and Development:
Due to its potential applications in creating new pharmaceutical entities, Imidazo[1,2-a]pyridine-3-carboxaldehyde, 5-methyl(9CI) plays a crucial role in drug discovery and development. Its unique properties and structural attributes contribute to the advancement of novel therapeutic agents.

Upstream product

• 1251093-94-3 6-methyl-N-(prop-2-ynyl)pyridine-2-amine 
• 1824-81-3 2-Amino-6-methylpyridine 
• 2065-75-0 2-Bromo-malonaldehyde 
• 222040-23-5 6-methyl-N-allyl-2-aminopyridine 
• 100-97-0 hexamethylenetetramine 
• 933-69-7 5-methylimidazo[1,2-a]pyridine 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 178488-39-6 5-methylimidazo[1,2-a]pyridin-3-yl methanol 

Relevant academic research and scientific papers

Microwave-assisted synthesis of 3-formyl substituted imidazo[1,2-a]pyridines

An efficient, metal-free method for the synthesis of 3-formyl imidazo[1,2-a]pyridines is reported. The method utilises commercially available substrates and features a broad substrate scope. The intermediate enamine was isolated and a plausible reaction mechanism proposed.

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

Benzimidazolone as potent chymase inhibitor: Modulation of reactive metabolite formation in the hydrophobic (P1) region

A new class of chymase inhibitor featuring a benzimidazolone core with an acid side chain and a P1 hydrophobic moiety is described. Incubation of the lead compound with GSH resulted in the formation of a GSH conjugate on the benzothiophene P1 moiety. Replacement of the benzothiophene with different heterocyclic systems such as indoles and benzoisothiazole is feasible. Among the P1 replacements, benzoisothiazole prevents the formation of GSH conjugate and an in silico analysis of oxidative potentials agreed with the experimental outcome.

Copper-catalyzed intramolecular dehydrogenative aminooxygenation: Direct access to formyl-substituted aromatic N-heterocycles

A direct synthesis of carbaldehydes through intramolecular dehydrogenative aminooxygenation has been developed. The process uses a catalytic amount of copper(II) in DMF or DMA under oxygen and does not require additional oxidants (see scheme). Mechanistic studies suggest that the carbonyl oxygen atom of the aldehyde is derived from oxygen through a copper-mediated oxygen activation process via a peroxy-copper(III) intermediate. Copyright

Reactions with N-chlorosuccinimide of various 5-methylimidazo[1,2-a]pyridine derivatives with an electron-withdrawing group substituted at the 3-position

Chlorination reactions using N-chlorosuccinimide (NCS) was investigated for various 5-methylimidazo[1,2-a]pyridine derivatives with an electron-withdrawing group substituted at the 3-position. These reactions showed different results, and by examining these, we proposed a reaction mechanism via the appropriate 3-halogenoimidazo[1,2-a]pyridium compounds as the reaction intermediates.

Synthesis of acyclo-C-nucleosides in the imidazo[1,2-a]pyridine and pyrimidine series as antiviral agents

The synthesis and the antiviral activities of C-3 acyclic nucleoside analogues of imidazo[1,2-a]pyridine and pyrimidine are reported. From these compounds, 20, 21, 22, 23, 28, and 34 showed a specific activity against cytomegalovirus and/or varicella-zoster virus.