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Comprehensive Overview of 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID (CAS No. 885519-93-7): Properties, Applications, and Research Insights

4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID (CAS No. 885519-93-7) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and biochemical research due to its unique structural features and potential therapeutic applications. This indazole derivative, characterized by a hydroxyl group at the 4-position and a carboxylic acid moiety at the 3-position, serves as a versatile building block in medicinal chemistry. Its molecular formula is C₈H₆N₂O₃, with a molecular weight of 178.15 g/mol. The compound's indazole core is a privileged scaffold in drug discovery, often associated with anti-inflammatory, anticancer, and antimicrobial activities.

In recent years, the demand for 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID has surged, driven by its role in synthesizing novel small-molecule inhibitors targeting enzymes like kinases and phosphodiesterases. Researchers frequently search for "indazole derivatives in drug discovery" or "CAS 885519-93-7 synthesis methods," reflecting its relevance in precision medicine. The compound's carboxylic acid group allows for easy derivatization, enabling the creation of esters, amides, and other functionalized analogs with enhanced bioavailability.

The physicochemical properties of 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID contribute to its utility. It typically appears as a white to off-white crystalline powder with moderate solubility in polar solvents like DMSO and methanol but limited solubility in water. Its pKa values (approximately 4.2 for the carboxylic acid and 9.1 for the hydroxyl group) make it suitable for pH-dependent formulations. These traits align with trending topics such as "improving drug solubility" and "prodrug design strategies," which dominate pharmaceutical forums.

From a synthetic perspective, CAS 885519-93-7 is often prepared via cyclization reactions of substituted phenylhydrazines or through oxidation of indazole precursors. Modern green chemistry approaches, including microwave-assisted synthesis and catalytic methods, are being explored to optimize its production—addressing the growing interest in "sustainable chemical synthesis" and "reducing organic waste." Analytical techniques like HPLC, NMR, and LC-MS are critical for verifying its purity, as impurities can affect downstream applications in high-throughput screening assays.

In drug development, 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID has shown promise as a precursor for JAK/STAT inhibitors and COX-2 modulators, areas heavily investigated for autoimmune diseases and cancer immunotherapy. Its structural similarity to endogenous metabolites also makes it a candidate for "metabolite-based therapeutics," a hot topic in personalized medicine. Notably, patents filed between 2020–2023 highlight its incorporation into biodegradable polymers for controlled drug release, answering the demand for "advanced drug delivery systems."

Beyond pharmaceuticals, this compound finds niche applications in material science, particularly in designing fluorescent probes for metal ion detection. Its chelating properties and stable fluorescence under physiological conditions respond to searches like "indazole-based sensors" in environmental monitoring. However, handling requires standard laboratory precautions—storage at 2–8°C in inert atmospheres to prevent degradation, a point emphasized in "chemical stability best practices" discussions.

Ongoing research explores the structure-activity relationship (SAR) of 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID derivatives to enhance selectivity toward biological targets. Computational modeling and AI-driven molecular docking studies (a frequently searched term) accelerate this process, reducing trial-and-error in lab settings. Collaborative studies between academia and industry aim to expand its utility in fragment-based drug design, aligning with the trend toward "rational drug discovery pipelines."

In summary, 4-HYDROXY-1H-INDAZOLE-3-CARBOXYLIC ACID (CAS No. 885519-93-7) exemplifies the convergence of traditional organic chemistry and cutting-edge therapeutic innovation. Its adaptability across multiple disciplines—from oncology to materials engineering—ensures its continued prominence in scientific literature and industrial applications, making it a compound of enduring interest in both research and commercial spheres.

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