Cas no 1404309-53-0 (5-Bromo-3-fluoropicolinic acid hydrochloride)

5-Bromo-3-fluoropicolinic acid hydrochloride is a halogenated picolinic acid derivative with significant utility in pharmaceutical and agrochemical research. Its structural features, including the bromo and fluoro substituents, enhance reactivity and selectivity, making it a valuable intermediate in heterocyclic synthesis. The hydrochloride salt form improves solubility and handling properties, facilitating its use in coupling reactions and metal-catalyzed transformations. This compound is particularly useful in the development of bioactive molecules, owing to its ability to serve as a versatile building block for medicinal chemistry applications. Its high purity and stability under standard conditions further support its adoption in rigorous synthetic workflows.
5-Bromo-3-fluoropicolinic acid hydrochloride structure
1404309-53-0 structure
Product Name:5-Bromo-3-fluoropicolinic acid hydrochloride
CAS No:1404309-53-0
MF:C6H4BrClFNO2
MW:256.45686340332
CID:4826866
Update Time:2025-05-23

5-Bromo-3-fluoropicolinic acid hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-3-fluoropicolinic acid hydrochloride
    • 3-fluoro-5-bromopyridine carboxylic acid hydrochloride
    • Inchi: 1S/C6H3BrFNO2.ClH/c7-3-1-4(8)5(6(10)11)9-2-3;/h1-2H,(H,10,11);1H
    • InChI Key: IIQAVSXIOLXFAB-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(=O)O)C(=C1)F.Cl

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 167
  • Topological Polar Surface Area: 50.2

5-Bromo-3-fluoropicolinic acid hydrochloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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5-Bromo-3-fluoropicolinic acid hydrochloride
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Additional information on 5-Bromo-3-fluoropicolinic acid hydrochloride

Research Brief on 5-Bromo-3-fluoropicolinic acid hydrochloride (CAS: 1404309-53-0): Recent Advances and Applications

5-Bromo-3-fluoropicolinic acid hydrochloride (CAS: 1404309-53-0) is a halogenated picolinic acid derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its bromo and fluoro substituents, serves as a versatile building block in medicinal chemistry, particularly in the synthesis of novel bioactive molecules. Recent studies have highlighted its potential as a key intermediate in the development of kinase inhibitors, agrochemicals, and other therapeutic agents. This research brief aims to summarize the latest findings related to this compound, focusing on its synthetic applications, biological activities, and emerging trends in its utilization.

Recent literature underscores the importance of 5-Bromo-3-fluoropicolinic acid hydrochloride in the design of small-molecule inhibitors targeting protein kinases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the synthesis of selective inhibitors for fibroblast growth factor receptors (FGFRs), which are implicated in various cancers. The bromo and fluoro substituents were found to enhance binding affinity and metabolic stability, making this compound a valuable scaffold for drug discovery. Additionally, its hydrochloride salt form improves solubility, facilitating its use in high-throughput screening assays.

In agrochemical research, 5-Bromo-3-fluoropicolinic acid hydrochloride has been employed as a precursor for the development of herbicidal agents. A patent filed in 2022 by a leading agrochemical company revealed its incorporation into a novel class of auxin mimics, which exhibit potent herbicidal activity against resistant weed species. The compound's structural features enable selective interactions with plant enzymes, offering a promising avenue for addressing herbicide resistance. This application aligns with the growing demand for sustainable crop protection solutions.

From a synthetic chemistry perspective, advancements in the preparation of 5-Bromo-3-fluoropicolinic acid hydrochloride have been reported. A recent Organic Process Research & Development article detailed an optimized, scalable synthesis route that minimizes hazardous byproducts and improves yield. The use of flow chemistry techniques was highlighted as a key innovation, enabling continuous production and reducing environmental impact. These methodological improvements are expected to enhance the compound's accessibility for industrial and academic research.

Ongoing investigations are exploring the compound's potential in other therapeutic areas, including infectious diseases and neurodegenerative disorders. Preliminary data from a 2023 conference presentation suggested its utility in the design of antimicrobial agents targeting multidrug-resistant bacteria. Furthermore, computational studies have identified its core structure as a promising fragment for the development of modulators of neurodegenerative pathways. These findings underscore the broad applicability of 5-Bromo-3-fluoropicolinic acid hydrochloride in addressing unmet medical needs.

In conclusion, 5-Bromo-3-fluoropicolinic acid hydrochloride (CAS: 1404309-53-0) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its dual functionality as a synthetic intermediate and a bioactive scaffold positions it as a valuable tool for drug discovery and agrochemical development. Future research directions may include further optimization of its pharmacokinetic properties and exploration of its applications in emerging therapeutic areas. The compound's versatility and the recent methodological advancements in its synthesis suggest that it will remain a focal point of innovation in the coming years.

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