Cas no 1352395-06-2 (8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester)

8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester is a heterocyclic compound featuring a chloro-substituted imidazopyridine core with an ethyl ester functional group. This intermediate is valued for its utility in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The chloro substitution enhances reactivity for further functionalization, while the ester group provides versatility in derivatization. Its stable structure under standard conditions ensures reliable handling in synthetic workflows. The compound is commonly employed in medicinal chemistry research, serving as a key precursor for the synthesis of potential therapeutic agents. High-purity grades are available to meet rigorous application requirements.
8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester structure
1352395-06-2 structure
Product Name:8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester
CAS No:1352395-06-2
MF:C10H9ClN2O2
MW:224.643661260605
MDL:MFCD20923127
CID:2131065
PubChem ID:77231587
Update Time:2025-05-20

8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 8-chloro-Imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester
    • 1352395-06-2
    • DA-17702
    • CS-0444971
    • 8-Chloroimidazo[1,2-a]-pyridine-2-carboxylic acid ethtyl ester
    • MFCD20923127
    • Ethyl8-chloroimidazo[1,2-a]pyridine-2-carboxylate
    • CEC39506
    • Ethyl 8-chloroimidazo[1,2-a]pyridine-2-carboxylate
    • N11784
    • SY039848
    • 8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester
    • MDL: MFCD20923127
    • Inchi: 1S/C10H9ClN2O2/c1-2-15-10(14)8-6-13-5-3-4-7(11)9(13)12-8/h3-6H,2H2,1H3
    • InChI Key: MLQUBAHHPYDSQO-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CN2C=C(C(=O)OCC)N=C21

Computed Properties

  • Exact Mass: 224.0352552g/mol
  • Monoisotopic Mass: 224.0352552g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 250
  • 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: 2.9
  • Topological Polar Surface Area: 43.6?2

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8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester Related Literature

Additional information on 8-Chloro-imidazo1,2-apyridine-2-carboxylic acid ethyl ester

Comprehensive Overview of 8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (CAS No. 1352395-06-2)

The compound 8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (CAS No. 1352395-06-2) is a heterocyclic organic molecule with significant potential in pharmaceutical and agrochemical research. Its unique structure, featuring an imidazo[1,2-a]pyridine core, has attracted attention due to its versatile applications in drug discovery and material science. Researchers are increasingly exploring this compound for its bioactive properties, particularly in the development of novel therapeutic agents targeting inflammation and metabolic disorders.

In recent years, the demand for imidazo[1,2-a]pyridine derivatives has surged, driven by their role as key intermediates in synthesizing small-molecule inhibitors and kinase modulators. The 8-chloro substitution in this ester variant enhances its reactivity, making it a valuable building block for medicinal chemistry applications. With the rise of AI-driven drug design and high-throughput screening, compounds like 8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester are gaining traction in virtual libraries for hit-to-lead optimization.

From a synthetic perspective, the ethyl ester moiety in this compound offers excellent solubility in organic solvents, facilitating its use in cross-coupling reactions and nucleophilic substitutions. Its stability under mild conditions makes it suitable for parallel synthesis workflows, a technique widely adopted in modern combinatorial chemistry. Laboratories focusing on fragment-based drug discovery often prioritize such scaffolds due to their balanced lipophilicity and hydrogen-bonding capacity.

Environmental and regulatory considerations are also shaping the discourse around this compound. As the pharmaceutical industry shifts toward green chemistry principles, researchers are investigating eco-friendly routes to synthesize imidazo[1,2-a]pyridine derivatives. The 8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester serves as a case study for optimizing atom economy while maintaining high yield efficiency – a topic frequently searched in sustainable synthesis forums.

Analytical characterization of this compound typically involves advanced techniques like LC-MS, NMR spectroscopy, and X-ray crystallography. The chloro substituent at the 8-position generates distinctive spectroscopic signatures, aiding in structural elucidation – a common challenge discussed in organic chemistry communities. Recent publications highlight its potential as a fluorescence probe precursor, aligning with growing interest in bioimaging agents.

Market trends indicate expanding applications of 8-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester in crop protection formulations, where its heterocyclic framework demonstrates pesticidal activity. This dual utility in pharma and agro sectors makes it a compelling subject for patent landscaping analyses, a hot topic in intellectual property circles. Manufacturers are responding to these opportunities by developing scale-up protocols that address both purity requirements and cost-effectiveness.

Quality control standards for this compound emphasize HPLC purity thresholds (>98%) and strict limits on residual solvents, reflecting its use in GMP-compliant processes. The carboxylic acid ethyl ester functionality allows straightforward derivatization, enabling rapid generation of structure-activity relationship (SAR) data – a frequent search term among computational chemists working on QSAR modeling.

Emerging research explores the compound's potential in metal-organic frameworks (MOFs) and catalysis, where its nitrogen-rich structure may facilitate coordination chemistry. This interdisciplinary appeal connects traditional organic synthesis with cutting-edge nanotechnology applications, making it a recurring subject in scientific literature reviews and grant proposals.

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