Cas no 81438-50-8 (2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid)

2,5-Dimethylimidazo[1,2-a]pyridine-3-carboxylic acid is a heterocyclic carboxylic acid derivative with a fused imidazopyridine core. This compound is of interest in medicinal chemistry and pharmaceutical research due to its structural framework, which is commonly found in bioactive molecules. The presence of both carboxylic acid and methyl substituents enhances its potential for further functionalization, making it a versatile intermediate in the synthesis of more complex derivatives. Its rigid aromatic system contributes to stability, while the carboxylic acid group allows for easy derivatization into esters, amides, or other pharmacophores. This compound is particularly useful in the development of novel therapeutic agents targeting neurological or inflammatory pathways.
2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid structure
81438-50-8 structure
Product Name:2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid
CAS No:81438-50-8
MF:C10H10N2O2
MW:190.198602199554
MDL:MFCD03265215
CID:703928
PubChem ID:12872597
Update Time:2025-11-02

2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyridine-3-carboxylic acid, 2,5-dimethyl-
    • 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid
    • 81438-50-8
    • MFCD03265215
    • AB93063
    • 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylicacid
    • EN300-1197430
    • SCHEMBL7829888
    • 2,5-DimethylH-imidazo[1,2-a]pyridine-3-carboxylic acid
    • BB 0260061
    • DTXSID90512061
    • CS-0083419
    • AKOS000345444
    • MDL: MFCD03265215
    • Inchi: 1S/C10H10N2O2/c1-6-4-3-5-8-11-7(2)9(10(13)14)12(6)8/h3-5H,1-2H3,(H,13,14)
    • InChI Key: JQXZWCPOVHFSAC-UHFFFAOYSA-N
    • SMILES: OC(C1=C(C)N=C2C=CC=C(C)N12)=O

Computed Properties

  • Exact Mass: 190.074227566g/mol
  • Monoisotopic Mass: 190.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 244
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 54.6?2

2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid Pricemore >>

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Additional information on 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid

Exploring the Versatile Applications of 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid (CAS No. 81438-50-8)

The chemical compound 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid (CAS No. 81438-50-8) has garnered significant attention in recent years due to its unique structural properties and diverse applications in pharmaceutical research and material science. As a derivative of imidazopyridine, this compound exhibits remarkable potential in drug discovery, particularly in the development of novel therapeutic agents targeting neurological and inflammatory disorders.

One of the most intriguing aspects of 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid is its molecular structure, which combines an imidazole ring fused with a pyridine moiety. This configuration contributes to its excellent bioavailability and binding affinity with various biological targets. Researchers have particularly focused on its potential as a precursor for imidazopyridine-based drugs, which are currently being investigated for their neuroprotective and anti-inflammatory properties.

In the pharmaceutical industry, 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid derivatives are being explored for their potential in treating neurodegenerative diseases, a hot topic in current medical research. With the global rise in Alzheimer's and Parkinson's cases, scientists are actively searching for compounds that can modulate neurotransmitter systems or reduce oxidative stress in neural tissues. The structural flexibility of this compound allows for various modifications, making it a promising candidate for central nervous system drug development.

Beyond pharmaceutical applications, CAS 81438-50-8 has shown potential in materials science. Its conjugated system and aromatic nature make it interesting for developing organic electronic materials. Researchers are investigating its use in organic light-emitting diodes (OLEDs) and photovoltaic cells, particularly as electron-transporting materials. This aligns with current trends in sustainable energy solutions and green chemistry initiatives.

The synthesis of 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid typically involves multi-step organic reactions, with careful control of reaction conditions to ensure high yield and purity. Modern synthetic approaches often employ microwave-assisted synthesis or flow chemistry techniques, which are currently popular topics in chemical research due to their efficiency and environmental benefits. These methods significantly reduce reaction times and improve atom economy compared to traditional synthesis routes.

Analytical characterization of 81438-50-8 typically involves advanced techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and X-ray crystallography. These methods are crucial for confirming the compound's structure and purity, especially when it's intended for pharmaceutical applications. Recent advancements in analytical instrumentation have made these characterizations more precise and accessible, contributing to the growing interest in this compound.

From a commercial perspective, the demand for imidazopyridine derivatives like 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid has been steadily increasing. Pharmaceutical companies and research institutions are actively sourcing high-quality samples for their drug discovery programs. This has led to specialized chemical suppliers offering custom synthesis services and bulk quantities of this compound, often with various purity grades tailored to different research needs.

Environmental and safety considerations for handling CAS 81438-50-8 follow standard laboratory protocols for organic compounds. While not classified as hazardous under normal handling conditions, proper personal protective equipment and ventilation are recommended when working with this material. These safety measures align with current good manufacturing practices (cGMP) and occupational health standards in chemical research facilities.

Future research directions for 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid may explore its potential in combination therapies or as part of drug delivery systems. The growing field of targeted drug delivery and nanomedicine could benefit from the compound's structural features, possibly leading to more effective treatments with reduced side effects. Additionally, its applications in materials science may expand as researchers develop new functional materials for energy storage and conversion.

For researchers interested in working with 81438-50-8, it's important to consult recent scientific literature and patent databases to stay updated on the latest developments. Many academic institutions and pharmaceutical companies have published studies on imidazopyridine derivatives, offering valuable insights into their synthesis, characterization, and potential applications. Online chemical databases and specialized research platforms provide comprehensive information about this compound's properties and commercial availability.

The versatility of 2,5-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid makes it a compound of significant interest across multiple scientific disciplines. Its potential applications in medicine, particularly in addressing current healthcare challenges like neurodegenerative diseases, position it as an important subject for ongoing research. As synthetic methods continue to improve and our understanding of its biological activity deepens, this compound may play an increasingly important role in developing next-generation therapeutics and advanced materials.

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