Cas no 214778-28-6 (ethyl 3H-imidazo4,5-cpyridine-2-carboxylate)

Ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate is a heterocyclic organic compound featuring an imidazopyridine core with an ester functional group. This structure is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate in the synthesis of biologically active molecules. The ethyl ester moiety enhances solubility and reactivity, facilitating further derivatization. Its imidazopyridine scaffold is known for contributing to binding affinity in medicinal chemistry, particularly in the development of kinase inhibitors and antiviral agents. The compound’s stability and synthetic accessibility make it a valuable building block for exploratory studies in drug discovery and fine chemical applications.
ethyl 3H-imidazo4,5-cpyridine-2-carboxylate structure
214778-28-6 structure
Product Name:ethyl 3H-imidazo4,5-cpyridine-2-carboxylate
CAS No:214778-28-6
MF:C9H9N3O2
MW:191.186661481857
MDL:MFCD18338189
CID:1109035
PubChem ID:18537904
Update Time:2025-10-29

ethyl 3H-imidazo4,5-cpyridine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 3H-Imidazo[4,5-c]pyridine-2-carboxylic acid ethyl ester
    • ethyl 3H-imidazo4,5-cpyridine-2-carboxylate
    • Z1124756423
    • EN300-245742
    • 214778-28-6
    • G74679
    • ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate
    • CS-0242174
    • ethyl3H-imidazo[4,5-c]pyridine-2-carboxylate
    • SCHEMBL7072038
    • AKOS012662674
    • MFCD18338189
    • SY352076
    • ethyl 1H-imidazo[4,5-c]pyridine-2-carboxylate
    • IRKUAHWNUMPODE-UHFFFAOYSA-N
    • MDL: MFCD18338189
    • Inchi: 1S/C9H9N3O2/c1-2-14-9(13)8-11-6-3-4-10-5-7(6)12-8/h3-5H,2H2,1H3,(H,11,12)
    • InChI Key: IRKUAHWNUMPODE-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=NC2C=CN=CC=2N1)=O

Computed Properties

  • Exact Mass: 191.069476538g/mol
  • Monoisotopic Mass: 191.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 222
  • 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
  • Topological Polar Surface Area: 67.9?2

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Additional information on ethyl 3H-imidazo4,5-cpyridine-2-carboxylate

Ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate (CAS No. 214778-28-6): A Comprehensive Overview in Modern Chemical Biology and Medicinal Chemistry

Ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate, identified by its unique CAS No. 214778-28-6, represents a structurally intriguing heterocyclic compound that has garnered significant attention in the realms of chemical biology and medicinal chemistry. This compound belongs to the imidazopyridine class, a scaffold known for its broad spectrum of biological activities and potential therapeutic applications. The molecular framework of ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate combines the pharmacophoric properties of both imidazole and pyridine rings, which are well-documented for their roles in modulating various biological pathways.

The imidazo[4,5-c]pyridine core is a privileged structure in drug discovery, frequently explored for its ability to interact with biological targets such as enzymes and receptors. This particular derivative, ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate, has been studied for its potential as a precursor in the synthesis of more complex molecules or as an intermediate in the development of novel therapeutic agents. The presence of the ester group at the 2-position and the carboxylate moiety at the 3-position introduces additional functional handles that can be exploited for further chemical modifications, enhancing its utility in synthetic chemistry.

In recent years, there has been a surge in research focused on heterocyclic compounds due to their diverse biological activities and tunable pharmacokinetic properties. Ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate has been investigated for its potential role in various pharmacological contexts. For instance, studies have explored its interaction with enzymes involved in inflammation and oxidative stress pathways. The compound’s ability to modulate these pathways makes it a promising candidate for further exploration in the treatment of inflammatory diseases and neurodegenerative disorders.

One of the most compelling aspects of ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate is its versatility as a building block in medicinal chemistry. The imidazopyridine scaffold provides a rigid yet flexible framework that can be modified to optimize binding affinity and selectivity towards specific biological targets. Researchers have employed computational methods to predict the binding modes of this compound with various proteins, suggesting potential applications in drug design. These computational studies have not only highlighted the structural features responsible for its biological activity but also provided insights into how it might be further optimized.

The synthesis of ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate has been described in several patents and scientific publications. The synthetic routes typically involve multi-step organic transformations starting from readily available precursors. Key steps often include cyclization reactions to form the imidazopyridine core followed by functional group manipulations to introduce the ester and carboxylate groups. Advances in synthetic methodologies have enabled more efficient and scalable production processes for this compound, making it more accessible for research purposes.

From a chemical biology perspective, ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate serves as a valuable tool for understanding the role of imidazopyridines in cellular processes. Its interaction with biological targets has been studied using both experimental and computational approaches. These studies have revealed that this compound can modulate multiple signaling pathways simultaneously, suggesting its potential as a multitarget drug candidate. Such multitarget engagement is increasingly recognized as a key strategy in modern drug discovery to achieve better therapeutic outcomes.

The pharmaceutical industry has shown interest in ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate due to its structural features and demonstrated biological activity. Several companies have patented derivatives of this compound as part of their drug discovery programs. These patents highlight its importance as a lead compound or intermediate in the development of novel therapeutics. The growing body of evidence supporting the efficacy of imidazopyridines in preclinical models continues to fuel interest in this class of compounds.

In conclusion, ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate (CAS No. 214778-28-6) is a structurally fascinating heterocyclic compound with significant potential in chemical biology and medicinal chemistry. Its unique scaffold, combined with functional groups that allow for further chemical modification, makes it a versatile tool for drug discovery. Recent research has underscored its importance as a precursor or intermediate in developing novel therapeutic agents targeting various diseases. As our understanding of biological pathways continues to expand, compounds like ethyl 3H-imidazo[4,5-c]pyridine-2-carboxylate will undoubtedly play an increasingly important role in addressing unmet medical needs.

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