Cas no 5857-45-4 (3-Methylimidazo1,2-apyridine)

3-Methylimidazo[1,2-a]pyridine is a heterocyclic organic compound featuring a fused imidazole and pyridine ring system with a methyl substituent at the 3-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 in the development of CNS-active compounds and kinase inhibitors. The compound's stability and reactivity allow for selective functionalization, enabling diverse derivatization pathways. High purity grades are available to ensure consistency in research and industrial applications. Its utility in ligand design and catalytic systems further underscores its versatility in synthetic chemistry.
3-Methylimidazo1,2-apyridine structure
3-Methylimidazo1,2-apyridine structure
Product Name:3-Methylimidazo1,2-apyridine
CAS No:5857-45-4
MF:C8H8N2
MW:132.162521362305
MDL:MFCD09834779
CID:1072562
PubChem ID:12230338
Update Time:2025-06-13

3-Methylimidazo1,2-apyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Methylimidazo[1,2-a]pyridine
    • 3-Methyl-imidazo(1,2-a)pyr
    • 3-Methyl-imidazo[1,2-a]pyridin
    • 3-methyl-imidazo[1,2-a]pyridine
    • Imidazo[1,2-a]pyridine,3-methyl
    • BS-29255
    • AKOS006329395
    • DB-304817
    • 5857-45-4
    • DTXSID30481500
    • SCHEMBL84864
    • DLTHEPWEENQLKV-UHFFFAOYSA-N
    • SY318985
    • MFCD09834779
    • CS-0208931
    • 3-Methylimidazo1,2-apyridine
    • MDL: MFCD09834779
    • Inchi: 1S/C8H8N2/c1-7-6-9-8-4-2-3-5-10(7)8/h2-6H,1H3
    • InChI Key: DLTHEPWEENQLKV-UHFFFAOYSA-N
    • SMILES: N12C=CC=CC1=NC=C2C

Computed Properties

  • Exact Mass: 132.06900
  • Monoisotopic Mass: 132.068748264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 124
  • 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: 17.3?2

Experimental Properties

  • PSA: 17.30000
  • LogP: 1.64270

3-Methylimidazo1,2-apyridine Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

3-Methylimidazo1,2-apyridine 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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3-Methylimidazo1,2-apyridine Production Method

Additional information on 3-Methylimidazo1,2-apyridine

Introduction to 3-Methylimidazo1,2-apyridine (CAS No: 5857-45-4)

3-Methylimidazo1,2-apyridine, identified by the Chemical Abstracts Service Number (CAS No) 5857-45-4, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the imidazopyridine class, a structural motif known for its broad spectrum of biological activities. The unique arrangement of nitrogen atoms in its molecular framework contributes to its distinctive chemical properties, making it a valuable scaffold for the development of novel therapeutic agents.

The molecular structure of 3-Methylimidazo1,2-apyridine consists of an imidazole ring fused with a pyridine ring, with a methyl group attached at the 3-position of the imidazole ring. This structural configuration imparts specific electronic and steric characteristics that influence its reactivity and interaction with biological targets. The compound’s ability to undergo various chemical transformations makes it a versatile intermediate in synthetic organic chemistry, particularly in the synthesis of more complex molecules.

In recent years, 3-Methylimidazo1,2-apyridine has been extensively studied for its potential pharmacological applications. One of the most promising areas of research involves its role as a precursor in the development of anticancer agents. The imidazopyridine scaffold has shown efficacy in inhibiting kinases and other enzymes involved in tumor progression. Preclinical studies have demonstrated that derivatives of 3-Methylimidazo1,2-apyridine can selectively target cancer cells while minimizing toxicity to healthy tissues. This selective toxicity is attributed to the compound’s ability to interfere with critical signaling pathways that are dysregulated in malignant cells.

Furthermore, 3-Methylimidazo1,2-apyridine has been investigated for its antimicrobial properties. Emerging evidence suggests that certain derivatives exhibit potent activity against Gram-positive bacteria and fungi. The mechanism behind this activity likely involves disruption of essential microbial processes, such as DNA replication or metabolic pathways. These findings highlight the compound’s potential as a lead molecule for developing novel antibiotics to combat drug-resistant strains.

Another area where 3-Methylimidazo1,2-apyridine has shown promise is in neurodegenerative disease research. Studies indicate that derivatives of this compound can modulate neurotransmitter systems, potentially offering therapeutic benefits in conditions such as Alzheimer’s disease and Parkinson’s disease. The ability of 3-Methylimidazo1,2-apyridine to cross the blood-brain barrier is particularly noteworthy, as it allows for direct interaction with central nervous system targets. This property makes it an attractive candidate for further exploration in neuropharmacology.

The synthetic methodologies for preparing 3-Methylimidazo1,2-apyridine have also seen significant advancements. Modern synthetic approaches leverage transition metal catalysis and palladium-mediated reactions to achieve high yields and enantioselectivity. These innovations have not only improved the accessibility of the compound but also opened new avenues for structural diversification. By modifying various functional groups within the molecule, researchers can generate libraries of derivatives with tailored biological activities.

In conclusion, 3-Methylimidazo1,2-apyridine (CAS No: 5857-45-4) represents a structurally intriguing and biologically relevant compound with diverse applications in pharmaceutical research. Its role as a key intermediate in drug discovery underscores its importance in modern medicinal chemistry. As our understanding of its chemical properties and biological effects continues to evolve, so too will its potential contributions to addressing some of the most pressing challenges in healthcare today.

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