Cas no 151831-21-9 (Methyl pyrazolo[1,5-a]pyridine-2-carboxylate)

Methyl pyrazolo[1,5-a]pyridine-2-carboxylate is a heterocyclic organic compound featuring a fused pyrazole-pyridine core with a carboxylate ester functional group. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceuticals and agrochemicals. Its rigid bicyclic framework enhances stability, while the ester group allows for further functionalization through hydrolysis or nucleophilic substitution. The compound is valued for its role in constructing complex molecules, including bioactive compounds with potential therapeutic properties. High purity grades are available to ensure reproducibility in research and industrial processes. Proper handling under controlled conditions is recommended due to its reactivity.
Methyl pyrazolo[1,5-a]pyridine-2-carboxylate structure
151831-21-9 structure
Product Name:Methyl pyrazolo[1,5-a]pyridine-2-carboxylate
CAS No:151831-21-9
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD07367039
CID:1027800
Update Time:2025-11-02

Methyl pyrazolo[1,5-a]pyridine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl pyrazolo[1,5-a]pyridine-2-carboxylate
    • Pyrazolo[1,5-a]pyridine-2-carboxylic acid methyl ester
    • ANW-54987
    • CTK6I9662
    • Methyl H-pyrazolo[1,5-a]pyridine-2-carboxylate
    • PubChem19291
    • SureCN4869136
    • Pyrazolo[1,5-a]pyridine-2-carboxylic acid, methyl ester
    • FCH855023
    • RP02980
    • TRA0085647
    • SY008568
    • EN002051
    • AX8167120
    • Y5288
    • MethylPyrazolo[1,5-a]pyridine-2-carboxyl
    • MDL: MFCD07367039
    • Inchi: 1S/C9H8N2O2/c1-13-9(12)8-6-7-4-2-3-5-11(7)10-8/h2-6H,1H3
    • InChI Key: COIDYSXDRKQDJA-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=C2C=CC=CN2N=1)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 208
  • Topological Polar Surface Area: 43.6

Experimental Properties

  • Color/Form: Solid

Methyl pyrazolo[1,5-a]pyridine-2-carboxylate Security Information

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Additional information on Methyl pyrazolo[1,5-a]pyridine-2-carboxylate

Comprehensive Guide to Methyl pyrazolo[1,5-a]pyridine-2-carboxylate (CAS No. 151831-21-9)

Methyl pyrazolo[1,5-a]pyridine-2-carboxylate (CAS No. 151831-21-9) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound, featuring a pyrazolo[1,5-a]pyridine core, is widely recognized for its versatility in drug discovery and material science applications. Researchers and industry professionals frequently search for methyl pyrazolo[1,5-a]pyridine-2-carboxylate synthesis, 151831-21-9 applications, and pyrazolo[1,5-a]pyridine derivatives, reflecting its growing importance in modern chemistry.

The molecular structure of Methyl pyrazolo[1,5-a]pyridine-2-carboxylate consists of a fused bicyclic system with a pyrazole ring adjacent to a pyridine ring, esterified at the 2-position. This unique architecture contributes to its high reactivity and broad functionalization potential, making it a valuable intermediate in organic synthesis. Recent studies highlight its role in developing kinase inhibitors and antimicrobial agents, aligning with current trends in targeting resistant pathogens and personalized medicine.

In pharmaceutical applications, CAS 151831-21-9 serves as a key building block for small molecule therapeutics. Its scaffold is frequently modified to enhance bioavailability and target selectivity, addressing challenges in oncology and CNS drug development. The compound's hydrogen bond acceptor/donor sites enable precise molecular interactions, a feature highly sought after in fragment-based drug design—a trending approach in AI-assisted drug discovery platforms.

The agrochemical sector utilizes methyl pyrazolo[1,5-a]pyridine carboxylate derivatives as precursors for crop protection agents. With increasing global focus on sustainable agriculture, researchers are investigating its potential in developing low-environmental-impact pesticides. This aligns with Google search trends showing rising interest in green chemistry solutions and biodegradable agrochemicals.

From a synthetic chemistry perspective, 151831-21-9 demonstrates remarkable stability under various reaction conditions. Standard protocols involve Pd-catalyzed cross-coupling or microwave-assisted synthesis—techniques frequently searched in conjunction with heterocyclic compound preparation. The methyl ester group offers convenient handles for further transformations via hydrolysis, amidation, or reduction, as evidenced by numerous patents covering its derivatization.

Analytical characterization of Methyl pyrazolo[1,5-a]pyridine-2-carboxylate typically employs HPLC-MS and NMR spectroscopy, with particular attention to its regioisomeric purity—a critical quality parameter for regulatory submissions. Recent publications emphasize advanced purification techniques like preparative SFC (Supercritical Fluid Chromatography) to meet stringent pharmaceutical standards.

The commercial availability of CAS 151831-21-9 has expanded significantly, with suppliers offering both research-grade and GMP-grade material. Market intelligence indicates growing demand from contract research organizations (CROs) and academic laboratories, particularly in regions with strong pharma innovation ecosystems like Boston and Hyderabad. Price trends correlate with raw material costs for pyridine-2-carboxylic acid derivatives, a common search term among procurement specialists.

Environmental and safety assessments confirm that methyl pyrazolo[1,5-a]pyridine-2-carboxylate exhibits favorable ecotoxicological profiles compared to traditional heterocycles. This positions it favorably within the green chemistry paradigm, a major focus area in both industrial and academic research as indicated by citation metrics and conference proceedings.

Future research directions for 151831-21-9 include exploration in photoactive materials and catalysis, areas experiencing rapid growth according to literature analysis tools. Its electron-deficient nature makes it promising for organic electronic applications, coinciding with increased investment in flexible electronics and OLED technologies—topics showing upward search volume trends in scientific databases.

In summary, Methyl pyrazolo[1,5-a]pyridine-2-carboxylate represents a multifaceted compound bridging medicinal chemistry, materials science, and sustainable technology. Its CAS 151831-21-9 identifier serves as a gateway to extensive scientific literature and commercial opportunities, making it a compound of enduring relevance in contemporary chemical research and industrial applications.

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