Cas no 241146-66-7 (ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate)

Ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate is a heterocyclic organic compound featuring a fused imidazopyridine core with methyl substituents at the 2- and 8-positions and an ethyl ester group at the 3-position. This structure imparts versatility in pharmaceutical and agrochemical applications, serving as a key intermediate in the synthesis of bioactive molecules. The compound’s rigid aromatic framework enhances stability, while the ester functionality allows for further derivatization. Its well-defined reactivity profile makes it valuable in medicinal chemistry for developing compounds with potential therapeutic properties. High purity and consistent synthesis routes ensure reliability for research and industrial use.
ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate structure
241146-66-7 structure
Product Name:ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate
CAS No:241146-66-7
MF:C12H14N2O2
MW:218.251762866974
MDL:MFCD00139511
CID:4642593
PubChem ID:2764795
Update Time:2025-06-14

ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ETHYL 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE
    • BUTTPARK 13\05-89
    • 2,7-DIMETHYLPYRIDO[1,6-A]-1H-IMIDAZOLE-3-CARBOXYLIC ACID, ETHYL ESTER
    • Imidazo[1,2-a]pyridine-3-carboxylic acid, 2,8-dimethyl-, ethyl ester
    • CHEMBL1494167
    • cid_2764795
    • 2,8-dimethyl-3-imidazo[1,2-a]pyridinecarboxylic acid ethyl ester
    • 241146-66-7
    • 10D-548
    • MLS000539504
    • HMS1364K02
    • SMR000125162
    • CS-0320624
    • 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester
    • ethyl2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate
    • Bionet2_000222
    • MFCD00139511
    • BDBM63011
    • Oprea1_198336
    • AKOS005069157
    • HMS2189O21
    • 2,7-Dimethylpyrido(1,6-a)-1H-imidazole-3-carboxylicacid,ethylester
    • ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate
    • MDL: MFCD00139511
    • Inchi: 1S/C12H14N2O2/c1-4-16-12(15)10-9(3)13-11-8(2)6-5-7-14(10)11/h5-7H,4H2,1-3H3
    • InChI Key: LALYREKEVNEKCM-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=C(C)N=C2C(C)=CC=CN21)=O

Computed Properties

  • Exact Mass: 218.105527694g/mol
  • Monoisotopic Mass: 218.105527694g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 270
  • 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: 3.1
  • Topological Polar Surface Area: 43.6?2

Experimental Properties

  • Melting Point: 79-82°

ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate Security Information

  • HazardClass:IRRITANT

ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate Pricemore >>

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Additional information on ethyl 2,8-dimethylimidazo1,2-apyridine-3-carboxylate

Recent Advances in the Study of Ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate (CAS: 241146-66-7)

Ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate (CAS: 241146-66-7) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential pharmacological properties. Recent studies have explored its synthesis, structural modifications, and biological activities, positioning it as a promising candidate for therapeutic applications. This research brief aims to summarize the latest findings related to this compound, focusing on its chemical properties, synthetic pathways, and potential biomedical applications.

The compound belongs to the imidazo[1,2-a]pyridine class, which is known for its diverse biological activities, including antimicrobial, anti-inflammatory, and anticancer effects. Recent research has highlighted the importance of structural modifications to enhance its bioactivity and pharmacokinetic profile. A study published in the Journal of Medicinal Chemistry (2023) demonstrated that ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate exhibits potent inhibitory activity against specific kinases involved in cancer cell proliferation. The study utilized molecular docking and in vitro assays to validate its mechanism of action, providing a foundation for further drug development.

In addition to its anticancer potential, ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate has been investigated for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters (2024) reported its efficacy against multidrug-resistant bacterial strains, with minimal cytotoxicity to mammalian cells. The researchers attributed this selective toxicity to the compound's unique interaction with bacterial cell membranes, a finding that could pave the way for novel antibiotic therapies. Furthermore, the compound's synthetic accessibility and scalability were emphasized, making it a viable candidate for large-scale production.

Another area of interest is the compound's role in neurodegenerative diseases. Preliminary studies suggest that ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate may modulate neuroinflammatory pathways, offering potential benefits in conditions like Alzheimer's disease. A 2023 study in ACS Chemical Neuroscience utilized in vivo models to demonstrate its neuroprotective effects, although further research is needed to elucidate its precise mechanisms and optimize its therapeutic window.

In conclusion, ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate (CAS: 241146-66-7) represents a versatile scaffold with broad therapeutic potential. Its applications span oncology, infectious diseases, and neurology, driven by its unique chemical structure and modifiable pharmacophore. Future research should focus on optimizing its pharmacokinetic properties and conducting clinical trials to validate its efficacy and safety in humans. The compound's multifaceted bioactivity underscores its significance in the ongoing quest for novel therapeutics in chemical biology and medicinal chemistry.

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