Cas no 202348-54-7 (7-Methylimidazo1,2-apyridine-2-carbaldehyde)

7-Methylimidazo[1,2-a]pyridine-2-carbaldehyde is a heterocyclic organic compound featuring a fused imidazo[1,2-a]pyridine core with a formyl group at the 2-position and a methyl substituent at the 7-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The aldehyde functionality allows for further derivatization via condensation or nucleophilic addition reactions, while the electron-rich aromatic system enhances its utility in cross-coupling reactions. Its rigid bicyclic framework contributes to stability and selectivity in target-oriented synthesis. The compound is particularly useful in constructing bioactive molecules, including kinase inhibitors and antimicrobial agents, due to its ability to modulate electronic and steric properties in molecular design.
7-Methylimidazo1,2-apyridine-2-carbaldehyde structure
202348-54-7 structure
Product Name:7-Methylimidazo1,2-apyridine-2-carbaldehyde
CAS No:202348-54-7
MF:C9H8N2O
MW:160.17262172699
MDL:MFCD09994888
CID:838576
PubChem ID:14042783
Update Time:2025-07-02

7-Methylimidazo1,2-apyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 7-Methylimidazo[1,2-a]pyridine-2-carbaldehyde
    • Imidazo[1,2-a]pyridine-2-carboxaldehyde, 7-methyl- (9CI)
    • Imidazo[1,2-a]pyridine-2-carboxaldehyde, 7-methyl-(9Cl)
    • 7-methyl-imidazo[1,2-a]pyridine-2-carbaldehyde
    • AG-L-60271
    • AGN-PC-00081C
    • AK-48004
    • ANW-48679
    • CTK7I0414
    • SCHEMBL4885799
    • AS-39401
    • CS-D0461
    • Imidazo[1,2-a]pyridine-2-carboxaldehyde, 7-methyl-
    • AKOS006311995
    • DA-17353
    • AETJTTLBDVLRJO-UHFFFAOYSA-N
    • 202348-54-7
    • MFCD09994888
    • DTXSID40554875
    • 7-Methylimidazo1,2-apyridine-2-carbaldehyde
    • MDL: MFCD09994888
    • Inchi: 1S/C9H8N2O/c1-7-2-3-11-5-8(6-12)10-9(11)4-7/h2-6H,1H3
    • InChI Key: AETJTTLBDVLRJO-UHFFFAOYSA-N
    • SMILES: O=CC1=CN2C=CC(C)=CC2=N1

Computed Properties

  • Exact Mass: 160.06400
  • Monoisotopic Mass: 160.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 183
  • 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: 1.9
  • Topological Polar Surface Area: 34.4?2

Experimental Properties

  • Density: 1.21
  • PSA: 34.37000
  • LogP: 1.45520

7-Methylimidazo1,2-apyridine-2-carbaldehyde 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%

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Additional information on 7-Methylimidazo1,2-apyridine-2-carbaldehyde

7-Methylimidazo1,2-apyridine-2-carbaldehyde (CAS No. 202348-54-7): A Comprehensive Overview

The compound 7-Methylimidazo1,2-apyridine-2-carbaldehyde (CAS No. 202348-54-7) represents a significant advancement in the field of chemical biology and pharmaceutical research. This heterocyclic aldehyde, characterized by its fused imidazole and pyridine rings with a methyl substituent, has garnered considerable attention due to its versatile structural framework and potential applications in drug discovery and molecular synthesis.

In recent years, the exploration of nitrogen-containing heterocycles has been a cornerstone in medicinal chemistry, with imidazopyridines emerging as particularly promising scaffolds for developing novel therapeutic agents. The presence of the aldehyde group in 7-Methylimidazo1,2-apyridine-2-carbaldehyde provides a reactive site for further functionalization, enabling the synthesis of complex derivatives with tailored biological activities. This feature makes it an invaluable building block for chemists and pharmacologists aiming to design molecules with specific pharmacological profiles.

One of the most compelling aspects of this compound is its potential role in the development of small-molecule inhibitors targeting various biological pathways. For instance, studies have suggested that derivatives of imidazopyridines can interact with enzymes and receptors involved in inflammation, cancer, and neurodegenerative diseases. The aldehyde functionality allows for convenient conjugation with nucleophiles, facilitating the creation of probes and inhibitors that can modulate these pathways effectively.

Recent research has highlighted the compound's utility in the synthesis of bioactive molecules. A notable study published in the Journal of Medicinal Chemistry demonstrated its application in generating novel kinase inhibitors. By leveraging the reactivity of the aldehyde group, researchers were able to introduce various substituents that enhanced binding affinity to target proteins. This approach not only underscores the versatility of 7-Methylimidazo1,2-apyridine-2-carbaldehyde but also underscores its importance in modern drug discovery strategies.

The structural motif of this compound also lends itself to applications in materials science and catalysis. Imidazopyridines have been explored as ligands in transition metal catalysis, where they can stabilize metal centers and facilitate various organic transformations. The methyl group at position 7 enhances electronic properties, influencing reactivity and selectivity in catalytic processes. This dual functionality makes it an attractive candidate for designing efficient catalysts for industrial applications.

In addition to its synthetic utility, 7-Methylimidazo1,2-apyridine-2-carbaldehyde has shown promise in preclinical studies as a precursor for biologically active compounds. For example, researchers have investigated its derivatives as potential antiviral agents, capitalizing on their ability to interfere with viral replication mechanisms. The aldehyde group serves as a key handle for further derivatization, allowing chemists to fine-tune molecular properties such as solubility and metabolic stability.

The compound's role in medicinal chemistry is further underscored by its potential as a scaffold for drug-like molecules. Its rigid bicyclic structure provides a stable backbone that can be modified to optimize pharmacokinetic properties. This has led to interest from pharmaceutical companies seeking novel lead compounds for therapeutic development. The ability to generate diverse analogs through straightforward chemical transformations makes it an indispensable tool in synthetic organic chemistry.

From a computational chemistry perspective, 7-Methylimidazo1,2-apyridine-2-carbaldehyde has been extensively studied to understand its electronic structure and reactivity. Advanced computational methods have been employed to model its interactions with biological targets, providing insights into how structural modifications can influence biological activity. These studies not only enhance our understanding of the compound but also guide future synthetic efforts toward more effective drug candidates.

The future prospects of this compound are vast, with ongoing research exploring new applications across multiple disciplines. As synthetic methodologies continue to evolve, the accessibility of derivatives will likely increase, further expanding their utility in pharmaceuticals and materials science. The combination of its structural versatility and reactivity makes it a cornerstone in modern chemical research.

In conclusion, 7-Methylimidazo1,2-apyridine-2-carbaldehyde (CAS No. 202348-54-7) stands out as a pivotal compound in the realm of chemical biology and pharmaceutical innovation. Its unique structural features and reactivity profile offer numerous opportunities for developing novel therapeutics and advanced materials. As research progresses, this compound is poised to play an increasingly significant role in addressing some of the most pressing challenges in medicine and science.

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