Cas no 19768-70-8 (2-Methylimidazo1,2-Apyridine-3-carbonitrile)

2-Methylimidazo[1,2-a]pyridine-3-carbonitrile is a heterocyclic organic compound featuring a fused imidazopyridine core with a nitrile functional group at the 3-position and a methyl substituent at the 2-position. This structure imparts versatility in pharmaceutical and agrochemical applications, serving as a key intermediate in the synthesis of biologically active molecules. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry, while the nitrile group offers reactivity for further derivatization. The compound exhibits favorable stability and solubility properties, facilitating its use in diverse synthetic pathways. Its well-defined structure and functional group compatibility make it valuable for research in drug discovery and material science.
2-Methylimidazo1,2-Apyridine-3-carbonitrile structure
19768-70-8 structure
Product Name:2-Methylimidazo1,2-Apyridine-3-carbonitrile
CAS No:19768-70-8
MF:C9H7N3
MW:157.171981096268
MDL:MFCD01720449
CID:175091
PubChem ID:88232
Update Time:2025-10-21

2-Methylimidazo1,2-Apyridine-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyridine-3-carbonitrile,2-methyl-
    • 2-Methyl-3-cyanoimidazo(1,2-a)pyridine
    • 2-Methyl-3-cyan-imidazo<1,2-a>pyridin
    • 2-Methylimidazo[1,2-a]pyridine-3-carbonitrile
    • 3-Cyano-2-methylimidazo(1,2-a)pyridine
    • BRN 1566898
    • SCHEMBL953657
    • SY268471
    • NS-01222
    • AKOS006277937
    • CS-0449550
    • AHDVCYJDLHGGRO-UHFFFAOYSA-N
    • MFCD01720449
    • Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl-
    • Imidazo(1,2-a)pyridine, 3-cyano-2-methyl-
    • DTXSID90941534
    • 19768-70-8
    • Imidazo(1,2-a)pyridine-3-carbonitrile, 2-methyl-
    • 2-Methylimidazo1,2-Apyridine-3-carbonitrile
    • MDL: MFCD01720449
    • Inchi: 1S/C9H7N3/c1-7-8(6-10)12-5-3-2-4-9(12)11-7/h2-5H,1H3
    • InChI Key: AHDVCYJDLHGGRO-UHFFFAOYSA-N
    • SMILES: N12C=CC=CC1=NC(C)=C2C#N

Computed Properties

  • Exact Mass: 157.06400
  • Monoisotopic Mass: 157.063997236g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 217
  • 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: 2.2
  • Topological Polar Surface Area: 41.1?2

Experimental Properties

  • PSA: 41.09000
  • LogP: 1.51438

2-Methylimidazo1,2-Apyridine-3-carbonitrile 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 2-Methylimidazo1,2-Apyridine-3-carbonitrile

Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl-: A Comprehensive Overview

Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl-, also known by its CAS number 19768-70-8, is a heterocyclic compound with significant applications in various fields of chemistry and materials science. This compound belongs to the class of imidazopyridines, which are known for their unique electronic properties and structural versatility. The presence of the cyano group (-CN) at the 3-position and a methyl group (-CH?) at the 2-position of the imidazo[1,2-a]pyridine ring confers it with distinct chemical reactivity and functional properties.

The synthesis of Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl- typically involves multi-step organic reactions, often utilizing transition metal catalysts or other advanced methodologies. Recent studies have explored the use of palladium-catalyzed coupling reactions to construct the imidazo[1,2-a]pyridine framework efficiently. The incorporation of the methyl group and cyano group is achieved through precise substitution reactions, ensuring high purity and structural integrity of the final product.

One of the most promising applications of this compound lies in its potential as a building block for advanced materials. Researchers have demonstrated that Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl- can serve as a precursor for synthesizing novel π-conjugated materials. These materials exhibit exceptional electronic properties, making them suitable for applications in organic electronics, such as field-effect transistors (FETs) and light-emitting diodes (LEDs). Recent advancements in this area have highlighted the importance of structural modifications in enhancing the performance of these materials.

In addition to its role in materials science, Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl- has shown potential in medicinal chemistry. The compound's ability to act as a ligand in metalloenzyme mimics has been explored in recent studies. By coordinating with metal ions such as copper or zinc, this compound can mimic enzymatic activity, offering new avenues for drug design and catalytic processes. Furthermore, its structural flexibility allows for easy functionalization, enabling researchers to tailor its properties for specific biomedical applications.

The study of Imidazo[1,2-a]pyridine-3-carbonitrile derivatives has also extended into the realm of supramolecular chemistry. Scientists have investigated its ability to form self-assembled structures through non-covalent interactions such as hydrogen bonding and π–π stacking. These self-assembled systems hold promise for applications in nanotechnology and molecular recognition. Recent experiments have shown that incorporating methyl and cyano groups can significantly influence the assembly behavior and stability of these structures.

The environmental impact of synthesizing and using CAS No. 19768-70-8 compounds has also come under scrutiny in recent years. Researchers are increasingly focusing on developing sustainable synthesis routes that minimize waste and reduce energy consumption. Green chemistry principles are being integrated into the production process to ensure that this compound can be synthesized on an industrial scale without compromising environmental integrity.

In conclusion, Imidazo[1,2-a]pyridine-3-carbonitrile, 2-methyl-, with its unique chemical structure and versatile functional groups, continues to be a focal point in contemporary chemical research. Its applications span across multiple disciplines, from organic electronics to medicinal chemistry and supramolecular systems. As research progresses and new synthetic methodologies emerge, this compound is expected to play an even more significant role in driving innovation across various industries.

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