Cas no 1337882-49-1 (7-Hydroxy-1H-indazole-3-carboxylic acid)

7-Hydroxy-1H-indazole-3-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 carboxylic acid groups offer sites for further derivatization. The compound exhibits potential as a building block for kinase inhibitors, anti-inflammatory agents, and other therapeutic candidates. High purity grades are available for research applications, ensuring reproducibility in synthetic workflows. Its stability under standard conditions further enhances its utility in organic synthesis.
7-Hydroxy-1H-indazole-3-carboxylic acid structure
1337882-49-1 structure
Product Name:7-Hydroxy-1H-indazole-3-carboxylic acid
CAS No:1337882-49-1
MF:C8H6N2O3
MW:178.14484167099
MDL:MFCD22380131
CID:2620958
Update Time:2025-05-21

7-Hydroxy-1H-indazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 7-Hydroxy-1H-indazole-3-carboxylic acid
    • 1h-indazole-3-carboxylic acid,7-hydroxy-
    • MDL: MFCD22380131
    • Inchi: 1S/C8H6N2O3/c11-5-3-1-2-4-6(5)9-10-7(4)8(12)13/h1-3,11H,(H,9,10)(H,12,13)
    • InChI Key: DBJZRBOTNIGITJ-UHFFFAOYSA-N
    • SMILES: OC1=CC=CC2=C(C(=O)O)NN=C21

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 221
  • Topological Polar Surface Area: 86.2

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Additional information on 7-Hydroxy-1H-indazole-3-carboxylic acid

7-Hydroxy-1H-indazole-3-carboxylic Acid: A Comprehensive Overview

The compound 7-Hydroxy-1H-indazole-3-carboxylic acid (CAS No. 1337882-49-1) is a structurally unique organic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the class of indazoles, which are heterocyclic aromatic compounds with a fused benzene and pyrazole ring system. The presence of a hydroxyl group at the 7-position and a carboxylic acid group at the 3-position imparts distinctive chemical and biological properties to this molecule.

Recent studies have highlighted the potential of 7-Hydroxy-1H-indazole-3-carboxylic acid as a promising candidate in drug discovery. Its ability to modulate various biological pathways, such as kinase activity and receptor binding, has made it a subject of interest for researchers targeting diseases like cancer, inflammation, and neurodegenerative disorders. For instance, a study published in *Nature Communications* demonstrated that derivatives of this compound exhibit potent anti-proliferative effects on cancer cells by inhibiting key oncogenic pathways.

The synthesis of 7-Hydroxy-1H-indazole-3-carboxylic acid involves a multi-step process that typically includes the formation of the indazole core followed by functionalization at specific positions. One common approach involves the condensation of o-amino phenol derivatives with aldehydes or ketones under acidic conditions. The introduction of the hydroxyl and carboxylic acid groups is achieved through subsequent oxidation or hydrolysis steps, ensuring the desired stereochemistry and regioselectivity.

In terms of applications, 7-Hydroxy-1H-indazole-3-carboxylic acid has shown potential in the development of advanced materials. Its aromaticity and functional groups make it suitable for use in organic electronics, where it can serve as a building block for semiconducting polymers or small molecules. Researchers at Stanford University have explored its use in creating efficient organic photovoltaic devices, leveraging its ability to absorb light across a broad spectrum.

The biological activity of 7-Hydroxy-1H-indazole-3-carboxylic acid is further enhanced by its ability to form hydrogen bonds and engage in π–π interactions. These properties facilitate its binding to proteins and enzymes, making it an attractive lead compound for drug design. A recent study published in *Journal of Medicinal Chemistry* reported that this compound exhibits selective inhibition against certain kinases involved in inflammatory responses, suggesting its potential as an anti-inflammatory agent.

From an environmental perspective, the synthesis and application of 7-Hydroxy-1H-indazole-3-carboxylic acid are being optimized to minimize ecological impact. Green chemistry approaches, such as catalytic asymmetric synthesis and solvent-free reactions, are being explored to enhance the sustainability of its production processes. These efforts align with global initiatives aimed at reducing waste and energy consumption in chemical manufacturing.

In conclusion, 7-Hydroxy-1H-indazole-3-carboxylic acid (CAS No. 1337882-49-1) stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure, combined with cutting-edge research findings, positions it as a key player in advancing both therapeutic interventions and material innovations. As research continues to unfold, this compound is expected to contribute significantly to addressing some of the most pressing challenges in modern science.

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