Cas no 1823953-42-9 (Imidazo[1,5-a]pyridin-5-ylmethanol)

Imidazo[1,5-a]pyridin-5-ylmethanol structure
1823953-42-9 structure
Product Name:Imidazo[1,5-a]pyridin-5-ylmethanol
CAS No:1823953-42-9
MF:C8H8N2O
MW:148.16192150116
CID:4827873
PubChem ID:23321868
Update Time:2025-11-02

Imidazo[1,5-a]pyridin-5-ylmethanol Chemical and Physical Properties

Names and Identifiers

    • imidazo[1,5-a]pyridin-5-ylmethanol
    • 5-hydroxymethylimidazo[1,5-a]pyridine
    • Imidazo[1,5-a]pyridin-5-yl-methanol
    • Imidazo[1,5-a]pyridin-5-ylmethanol
    • Inchi: 1S/C8H8N2O/c11-5-8-3-1-2-7-4-9-6-10(7)8/h1-4,6,11H,5H2
    • InChI Key: JDOXTBZIMSOYMJ-UHFFFAOYSA-N
    • SMILES: OCC1=CC=CC2=CN=CN12

Computed Properties

  • Exact Mass: 148.063662883g/mol
  • Monoisotopic Mass: 148.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 140
  • 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: 1
  • Topological Polar Surface Area: 37.5

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Additional information on Imidazo[1,5-a]pyridin-5-ylmethanol

Comprehensive Overview of Imidazo[1,5-a]pyridin-5-ylmethanol (CAS No. 1823953-42-9): Properties, Applications, and Industry Insights

The compound Imidazo[1,5-a]pyridin-5-ylmethanol (CAS No. 1823953-42-9) is a heterocyclic organic molecule that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. As a derivative of the imidazo[1,5-a]pyridine scaffold, this compound exhibits versatile reactivity, making it a valuable intermediate in drug discovery and material science. Researchers are increasingly exploring its potential in designing kinase inhibitors, GPCR modulators, and fluorescence probes, aligning with current trends in precision medicine and diagnostic tools.

From a chemical perspective, Imidazo[1,5-a]pyridin-5-ylmethanol contains both a fused bicyclic system and a hydroxymethyl functional group, which contributes to its hydrogen-bonding capacity and water solubility. These properties are critical when addressing modern challenges in bioavailability optimization – a frequent search term among medicinal chemists. The CAS registry number 1823953-42-9 specifically identifies this exact molecular entity, distinguishing it from related analogs that might differ in substitution patterns or stereochemistry.

The synthetic utility of Imidazo[1,5-a]pyridin-5-ylmethanol is evident in recent patent literature, where it serves as a building block for small-molecule therapeutics targeting inflammatory diseases and neurological disorders. This aligns with growing public interest in neuroprotective agents and anti-aging compounds, as reflected in search engine analytics. Its imidazo[1,5-a]pyridine core mimics certain natural alkaloids, offering opportunities for fragment-based drug design – another trending topic in computational chemistry forums.

Analytical characterization of CAS No. 1823953-42-9 typically involves advanced techniques such as LC-MS (Liquid Chromatography-Mass Spectrometry) and NMR spectroscopy, which are frequently searched by quality control professionals. The compound's stability under various pH conditions makes it suitable for developing prodrug formulations, addressing the pharmaceutical industry's need for controlled-release technologies. These aspects are particularly relevant given the rising demand for personalized medicine solutions.

In material science applications, the imidazo[1,5-a]pyridine moiety in this compound demonstrates interesting photophysical properties, sparking research into organic light-emitting diodes (OLEDs) and molecular sensors. This connects with sustainable technology trends, as evidenced by increasing searches for eco-friendly luminescent materials. The hydroxymethyl group at position 5 allows for further derivatization, enabling the creation of polymeric networks with tunable electronic characteristics.

From a commercial standpoint, suppliers often highlight Imidazo[1,5-a]pyridin-5-ylmethanol as a high-purity reference standard, catering to the growing contract research organization (CRO) market. The compound's shelf life and storage conditions (typically 2-8°C under inert atmosphere) are practical concerns frequently queried by laboratory personnel. These operational details significantly impact its utility in high-throughput screening platforms that dominate modern drug discovery workflows.

Emerging studies suggest potential applications of 1823953-42-9 in metal-organic frameworks (MOFs), responding to scientific interest in gas storage materials and heterogeneous catalysis. The compound's ability to coordinate with transition metals while maintaining its aromatic system makes it attractive for designing supramolecular architectures – a subject gaining traction in nanotechnology discussions. This multidisciplinary relevance explains why search volumes for multifunctional organic building blocks continue to rise annually.

Quality assurance protocols for Imidazo[1,5-a]pyridin-5-ylmethanol production emphasize residual solvent analysis and chiral purity determination, addressing regulatory requirements in GMP manufacturing. These technical considerations directly respond to frequently asked questions about impurity profiling in pharmaceutical intermediates. The compound's structure-activity relationship (SAR) studies also feature prominently in medicinal chemistry publications, particularly regarding allosteric modulation strategies that are revolutionizing receptor-targeted therapies.

Environmental fate studies of CAS 1823953-42-9 indicate moderate biodegradability, making it a candidate for green chemistry applications – a hot topic in sustainable pharmaceutical manufacturing. Its logP value and membrane permeability characteristics are often analyzed using in silico prediction tools, reflecting the industry's shift toward computational ADMET profiling. These aspects resonate with researchers searching for drug-likeness parameters and lead compound optimization techniques.

The intellectual property landscape surrounding Imidazo[1,5-a]pyridin-5-ylmethanol reveals its inclusion in several composition-of-matter patents, particularly for protein degradation technologies like PROTACs (Proteolysis Targeting Chimeras). This connects with booming interest in targeted protein degradation therapies, as seen in search trend analyses. The compound's balanced lipophilicity and hydrogen bond donor/acceptor count make it particularly suitable for designing cerebroactive agents, addressing the urgent need for blood-brain barrier permeable therapeutics.

In conclusion, Imidazo[1,5-a]pyridin-5-ylmethanol (CAS No. 1823953-42-9) represents a versatile chemical entity with expanding applications across life sciences and materials engineering. Its unique structural features respond to multiple contemporary research challenges, from precision medicine to smart materials development. As synthetic methodologies advance and analytical techniques become more sophisticated, this compound will likely maintain its position as a valuable asset in both academic and industrial research settings.

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