Cas no 79707-11-2 (2-Methylimidazo[1,2-a]pyridin-8-ol)

2-Methylimidazo[1,2-a]pyridin-8-ol is a heterocyclic organic compound featuring a fused imidazopyridine core with a hydroxyl substituent at the 8-position and a methyl group at the 2-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry applications, particularly for targeting central nervous system (CNS) receptors or enzyme inhibition. The hydroxyl group offers a reactive site for further functionalization, enabling derivatization into more complex scaffolds. High purity grades are available to ensure reproducibility in research and industrial processes. The compound’s stability and synthetic versatility make it a preferred choice for exploratory and developmental chemistry.
2-Methylimidazo[1,2-a]pyridin-8-ol structure
79707-11-2 structure
Product Name:2-Methylimidazo[1,2-a]pyridin-8-ol
CAS No:79707-11-2
MF:C8H8N2O
MW:148.16192150116
MDL:MFCD05863338
CID:60119
Update Time:2025-05-20

2-Methylimidazo[1,2-a]pyridin-8-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Methylimidazo[1,2-a]pyridin-8-ol
    • 2-Methyl-imidazo[1,2-a]pyridin-8-ol
    • 2-methyl-8-hydroxyimidazo[1,2-a]-pyridine
    • 8-hydroxy-2-methyl-imidazo[1,2-a]pyridine
    • 8-Hydroxy-2-methylimidazo[1,2-a]pyridine
    • Imidazo[1,2-a]pyridin-8-ol, 2-methyl-
    • QWKYLVGNKWERLC-UHFFFAOYSA-N
    • FCH830095
    • SBB086583
    • 2-methyl-8-imidazo[1,2-a]pyridinol
    • RL05073
    • Imidazo[1,2-a]pyridin-8-ol,2-methyl-
    • ZB010866
    • N047
    • AM80
    • 2-Methylimidazo[1,2-a]pyridin-8-ol (ACI)
    • MDL: MFCD05863338
    • Inchi: 1S/C8H8N2O/c1-6-5-10-4-2-3-7(11)8(10)9-6/h2-5,11H,1H3
    • InChI Key: QWKYLVGNKWERLC-UHFFFAOYSA-N
    • SMILES: OC1=CC=CN2C=C(C)N=C21

Computed Properties

  • Exact Mass: 148.06400
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • Topological Polar Surface Area: 37.5

Experimental Properties

  • PSA: 37.53000
  • LogP: 1.34830

2-Methylimidazo[1,2-a]pyridin-8-ol Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-Methylimidazo[1,2-a]pyridin-8-ol Pricemore >>

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Additional information on 2-Methylimidazo[1,2-a]pyridin-8-ol

Introduction to 2-Methylimidazo[1,2-a]pyridin-8-ol (CAS No. 79707-11-2) and Its Emerging Applications in Chemical Biology

2-Methylimidazo[1,2-a]pyridin-8-ol, identified by the chemical identifier CAS No. 79707-11-2, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology due to its unique structural properties and potential biological activities. This compound belongs to the imidazopyridine class, a scaffold that has been extensively studied for its pharmacological relevance. The presence of both imidazole and pyridine rings in its structure imparts distinct electronic and steric characteristics, making it a versatile building block for drug discovery and material science applications.

The imido[1,2-a]pyridine core of 2-methylimidazo[1,2-a]pyridin-8-ol is particularly noteworthy, as it has been implicated in various biological pathways and interactions. Recent studies have highlighted the compound's potential as a modulator of enzyme activity and receptor binding, particularly in the context of inflammatory and metabolic diseases. The 8-hydroxyl group in its molecular structure further enhances its reactivity, allowing for diverse functionalization strategies that can tailor its biological profile for specific therapeutic targets.

In the realm of medicinal chemistry, 2-methylimidazo[1,2-a]pyridin-8-ol has been explored as a precursor for the synthesis of more complex molecules with enhanced pharmacological properties. Researchers have leveraged its scaffold to develop novel inhibitors targeting enzymes such as kinases and phosphodiesterases, which play critical roles in cellular signaling cascades. The compound's ability to engage with multiple binding pockets on these enzymes makes it an attractive candidate for structure-based drug design.

One of the most compelling aspects of 2-methylimidazo[1,2-a]pyridin-8-ol is its role in the development of small-molecule probes for biochemical assays. Its well-defined three-dimensional structure and hydroxyl functionality allow for the attachment of fluorophores or other reporters, enabling high-throughput screening of biological libraries. This application has been particularly valuable in identifying novel compounds that interact with specific biomarkers, facilitating the discovery of new therapeutic agents.

Recent advancements in computational chemistry have further illuminated the potential of 2-methylimidazo[1,2-a]pyridin-8-ol as a pharmacophore. Molecular docking studies have demonstrated its favorable binding interactions with a range of therapeutic targets, including those implicated in cancer and neurodegenerative diseases. These simulations have provided insights into how modifications at the methyl group and the hydroxyl substituent can optimize binding affinity and selectivity.

The synthesis of 2-methylimidazo[1,2-a]pyridin-8-ol has also seen significant progress, with multiple synthetic routes being developed to enhance yield and purity. These methods often involve cyclization reactions between imidazole derivatives and pyridine precursors, followed by functional group transformations to introduce the characteristic hydroxyl moiety. The optimization of these synthetic pathways has been crucial for scaling up production while maintaining chemical integrity.

In conclusion, 2-methylimidazo[1,2-a]pyridin-8-ol (CAS No. 79707-11-2) represents a promising compound in the chemical biology landscape. Its unique structural features and biological relevance make it a valuable tool for drug discovery, biochemical assays, and material science applications. As research continues to uncover new functionalities and synthetic strategies for this scaffold, its importance in advancing therapeutic interventions is likely to grow.

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