Cas no 606139-08-6 (5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid)

5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid structure
606139-08-6 structure
Product Name:5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid
CAS No:606139-08-6
MF:C9H5BrN2O3
MW:269.051601171494
CID:3029432
PubChem ID:22343011
Update Time:2025-10-29

5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid
    • Inchi: 1S/C9H5BrN2O3/c10-8-4-2-1-3-11-5(4)7(13)6(12-8)9(14)15/h1-3,13H,(H,14,15)
    • InChI Key: JNFDQXJWTDJMFV-UHFFFAOYSA-N
    • SMILES: BrC1=C2C=CC=NC2=C(C(C(=O)O)=N1)O

Computed Properties

  • Exact Mass: 267.94835Da
  • Monoisotopic Mass: 267.94835Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 264
  • 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: 2.2
  • Topological Polar Surface Area: 83.3?2

5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid Pricemore >>

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Additional information on 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid

5-Bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic Acid: A Versatile Building Block in Medicinal Chemistry

5-Bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid (CAS No. 606139-08-6) is a highly specialized heterocyclic compound that has gained significant attention in pharmaceutical research and organic synthesis. This naphthyridine derivative serves as a crucial intermediate in the development of various biologically active molecules, particularly in the field of kinase inhibitors and antimicrobial agents.

The molecular structure of 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid features a unique combination of functional groups that make it particularly valuable for drug discovery. The presence of both carboxylic acid and hydroxyl groups provides multiple sites for chemical modification, while the bromine substituent offers opportunities for further functionalization through cross-coupling reactions. These characteristics have made this compound a popular choice among medicinal chemists working on targeted therapies.

Recent studies have highlighted the potential of 1,6-naphthyridine derivatives in addressing some of today's most pressing medical challenges. Researchers are particularly interested in their application for developing novel anti-inflammatory compounds and anticancer agents. The 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid scaffold has shown promise in inhibiting specific protein kinases involved in cell proliferation pathways, making it relevant to current cancer research trends.

From a synthetic chemistry perspective, 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid offers several advantages. Its crystalline nature allows for easy purification, while its moderate solubility in common organic solvents facilitates various chemical transformations. The compound's stability under standard laboratory conditions makes it particularly attractive for high-throughput screening applications and combinatorial chemistry approaches.

The pharmaceutical industry has shown growing interest in naphthyridine-based compounds due to their diverse biological activities. As a key intermediate, 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid has been utilized in the synthesis of potential drug candidates targeting neurological disorders, with particular relevance to current research on neurodegenerative diseases and cognitive enhancers.

Quality control of 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid is typically performed using advanced analytical techniques. High-performance liquid chromatography (HPLC) and mass spectrometry are commonly employed to ensure the compound meets the strict purity requirements for pharmaceutical applications. The typical purity grade available for research purposes ranges from 95% to 99%, with higher purity grades available for specialized applications.

In the context of green chemistry initiatives, researchers are exploring more sustainable synthetic routes to 1,6-naphthyridine derivatives. Recent advancements have focused on reducing the environmental impact of production while maintaining high yields and purity. These developments align with the pharmaceutical industry's growing emphasis on sustainable drug development practices.

The global market for specialized pharmaceutical intermediates like 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid has seen steady growth, driven by increasing R&D investments in targeted therapies. Custom synthesis services offering this compound have reported growing demand from both academic institutions and pharmaceutical companies engaged in drug discovery programs.

Storage and handling of 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid require standard laboratory precautions. The compound is typically supplied as a crystalline powder and should be stored in airtight containers protected from light and moisture. Under proper conditions, it demonstrates excellent shelf stability, making it convenient for research applications.

Future research directions for naphthyridine-based compounds may explore their potential in emerging therapeutic areas. With the growing interest in personalized medicine and targeted drug delivery systems, the versatile chemistry of 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid positions it as a valuable tool for developing next-generation therapeutics.

For researchers working with 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylic acid, it's important to consult the latest scientific literature for updated synthetic protocols and applications. The compound's unique structural features continue to inspire innovative approaches in medicinal chemistry and drug design, contributing to advancements in healthcare solutions.

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