Cas no 55899-29-1 (Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate)

Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate is a brominated heterocyclic compound featuring a pyrazolo[1,5-a]pyridine core with an ester functional group. This structure makes it a versatile intermediate in organic synthesis, particularly for constructing pharmacologically active molecules or functional materials. The bromine substituent at the 4-position offers a reactive site for further cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise structural modifications. The ethyl ester group enhances solubility in organic solvents, facilitating downstream derivatization. Its well-defined reactivity and stability under standard conditions make it a reliable building block for medicinal chemistry and materials science applications.
Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate structure
55899-29-1 structure
Product Name:Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate
CAS No:55899-29-1
MF:C10H9BrN2O2
MW:269.094661474228
MDL:MFCD20527619
CID:1038510
PubChem ID:12208494
Update Time:2025-10-23

Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate
    • 4-bromo-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester
    • AK100603
    • ANW-70089
    • CTK8C3432
    • KB-253301
    • BS-41762
    • AMY30431
    • SY268614
    • SB37665
    • Ethyl4-bromopyrazolo[1,5-a]pyridine-3-carboxylate
    • DB-430178
    • MFCD20527619
    • 55899-29-1
    • CS-0038048
    • D72630
    • SCHEMBL25786093
    • A870067
    • DTXSID20480502
    • Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate
    • MDL: MFCD20527619
    • Inchi: 1S/C10H9BrN2O2/c1-2-15-10(14)7-6-12-13-5-3-4-8(11)9(7)13/h3-6H,2H2,1H3
    • InChI Key: CSNZZVJLCGOAFL-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CN2C1=C(C(=O)OCC)C=N2

Computed Properties

  • Exact Mass: 267.98500
  • Monoisotopic Mass: 267.98474g/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
  • Topological Polar Surface Area: 43.6?2

Experimental Properties

  • PSA: 43.60000
  • LogP: 2.27350

Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate 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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Additional information on Ethyl 4-bromopyrazolo1,5-apyridine-3-carboxylate

Recent Advances in the Study of Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (CAS: 55899-29-1)

Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (CAS: 55899-29-1) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile applications in drug discovery and development. Recent studies have focused on its role as a key intermediate in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and other therapeutic agents. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its synthetic utility, biological activities, and potential clinical applications.

One of the most notable advancements in the study of Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate is its application in the synthesis of novel kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is associated with various diseases, including cancer and inflammatory disorders. Researchers have successfully utilized this compound as a building block to develop potent and selective kinase inhibitors, demonstrating its importance in medicinal chemistry. For instance, a recent study published in the Journal of Medicinal Chemistry reported the synthesis of a series of pyrazolo[1,5-a]pyridine derivatives, including Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate, which exhibited promising inhibitory activity against specific kinase targets.

In addition to its role in kinase inhibitor development, Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate has also been explored for its potential in other therapeutic areas. Recent research has investigated its use in the synthesis of antimicrobial and anti-inflammatory agents. A study published in Bioorganic & Medicinal Chemistry Letters highlighted the compound's utility in the design of new antimicrobial scaffolds, with several derivatives showing significant activity against resistant bacterial strains. These findings underscore the compound's versatility and its potential to address unmet medical needs in infectious diseases.

The synthetic methodologies for Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate have also seen significant improvements. Recent publications have described more efficient and scalable routes for its preparation, which are crucial for its widespread application in drug discovery. For example, a paper in Organic Process Research & Development detailed a novel catalytic process that enhances the yield and purity of the compound, making it more accessible for large-scale production. These advancements are expected to facilitate further research and development efforts involving this compound.

Despite the progress made, challenges remain in the optimization of Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate-based therapeutics. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed to fully realize its clinical potential. Ongoing research is focused on structural modifications and formulation strategies to overcome these limitations. Collaborative efforts between academic institutions and pharmaceutical companies are expected to drive innovation in this area, paving the way for the development of next-generation therapeutics.

In conclusion, Ethyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate (CAS: 55899-29-1) continues to be a valuable compound in the field of chemical biology and medicinal chemistry. Its applications in kinase inhibitor development, antimicrobial agents, and other therapeutic areas highlight its broad utility. With ongoing advancements in synthetic methodologies and a deeper understanding of its biological activities, this compound holds great promise for future drug discovery efforts. Researchers and industry professionals are encouraged to explore its potential further, leveraging the latest scientific findings to develop innovative and effective treatments.

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