Cas no 574758-53-5 (6-Hydroxy-1H-indazole-5-carboxylic acid)

6-Hydroxy-1H-indazole-5-carboxylic acid is a heterocyclic compound featuring both hydroxy and carboxylic acid functional groups on an indazole scaffold. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for developing biologically active molecules. Its indazole core is known for contributing to binding affinity in medicinal chemistry, while the hydroxy and carboxyl groups offer sites for further derivatization. The compound exhibits potential as a building block for kinase inhibitors, anti-inflammatory agents, and other therapeutic candidates. Its well-defined chemical properties and stability under standard conditions facilitate its use in research and industrial applications. Proper handling and storage are recommended to maintain purity and reactivity.
6-Hydroxy-1H-indazole-5-carboxylic acid structure
574758-53-5 structure
Product Name:6-Hydroxy-1H-indazole-5-carboxylic acid
CAS No:574758-53-5
MF:C8H6N2O3
MW:178.14484167099
MDL:MFCD20486564
CID:1604444
PubChem ID:135742459
Update Time:2025-10-12

6-Hydroxy-1H-indazole-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Hydroxy-1H-indazole-5-carboxylic acid
    • 1H-Indazole-5-carboxylic acid, 6-hydroxy-
    • 6-oxo-1,2-dihydroindazole-5-carboxylic acid
    • CS-0197743
    • DTXSID00703100
    • MFCD20486564
    • 6-Oxo-2,6-dihydro-1H-indazole-5-carboxylic acid
    • 6-hydroxy-1H-indazole-5-carboxylicacid
    • 574758-53-5
    • I10947
    • DB-219851
    • A869675
    • MDL: MFCD20486564
    • Inchi: 1S/C8H6N2O3/c11-7-2-6-4(3-9-10-6)1-5(7)8(12)13/h1-3,11H,(H,9,10)(H,12,13)
    • InChI Key: CUVVCIRUTFVDQO-UHFFFAOYSA-N
    • SMILES: OC1=CC2=C(C=NN2)C=C1C(=O)O

Computed Properties

  • Exact Mass: 178.03788
  • Monoisotopic Mass: 178.03784206g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 221
  • 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: 1.3
  • Topological Polar Surface Area: 86.2?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 484.0±30.0 °C at 760 mmHg
  • Flash Point: 246.5±24.6 °C
  • PSA: 86.21
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

6-Hydroxy-1H-indazole-5-carboxylic acid Security Information

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Additional information on 6-Hydroxy-1H-indazole-5-carboxylic acid

6-Hydroxy-1H-indazole-5-carboxylic acid (CAS No. 574758-53-5): A Comprehensive Overview of Its Properties and Applications

6-Hydroxy-1H-indazole-5-carboxylic acid (CAS No. 574758-53-5) is a specialized organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique indazole core structure, is a valuable building block for the synthesis of bioactive molecules. Its molecular formula, C8H6N2O3, highlights its potential for diverse chemical modifications, making it a versatile intermediate in drug discovery.

The hydroxy and carboxylic acid functional groups in 6-Hydroxy-1H-indazole-5-carboxylic acid provide reactive sites for further derivatization, enabling the creation of novel compounds with enhanced pharmacological properties. Researchers are particularly interested in its role as a precursor for small-molecule inhibitors and kinase-targeting agents, which are pivotal in the development of therapies for chronic diseases. Recent studies have explored its potential in modulating enzymatic activity, a hot topic in the search for precision medicine solutions.

In the context of current trends, the demand for heterocyclic compounds like 6-Hydroxy-1H-indazole-5-carboxylic acid has surged due to their relevance in cancer research and neurodegenerative disease studies. Users frequently search for terms such as "indazole derivatives in drug design" or "carboxylic acid applications in pharmaceuticals," reflecting the compound's growing importance. Its stability under physiological conditions further enhances its appeal for in vivo applications.

From a synthetic perspective, 6-Hydroxy-1H-indazole-5-carboxylic acid is often synthesized via multi-step organic reactions, including cyclization and oxidation processes. Advanced techniques like HPLC purification ensure high purity, a critical factor for laboratory and industrial use. The compound's solubility profile—moderate in polar solvents like DMSO and methanol—makes it suitable for a wide range of experimental setups.

Environmental and safety considerations are also paramount. While 6-Hydroxy-1H-indazole-5-carboxylic acid is not classified as hazardous, proper handling protocols, such as the use of personal protective equipment (PPE), are recommended to minimize exposure. This aligns with the broader industry shift toward green chemistry practices, another trending topic among researchers and manufacturers.

In summary, 6-Hydroxy-1H-indazole-5-carboxylic acid (CAS No. 574758-53-5) represents a promising scaffold in modern chemistry. Its applications span from drug discovery to material science, driven by its structural versatility and compatibility with cutting-edge research methodologies. As the scientific community continues to explore its potential, this compound is poised to play a pivotal role in addressing some of the most pressing challenges in healthcare and biotechnology.

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