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  Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo Panigrahi RSC Adv., 2017,7, 16319-16331
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  Wei Sun,Chenglong Ma,Xinlong Tian,Jianjun Liao,Ji Yang,Chengjun Ge,Weiwei Huang J. Mater. Chem. A, 2020,8, 12518-12525
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  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Halobenzoic acids and derivatives

Comprehensive Overview of Methyl 5-fluoro-1H-indazole-6-carboxylate (CAS No. 1227270-38-3)

Methyl 5-fluoro-1H-indazole-6-carboxylate (CAS No. 1227270-38-3) is a fluorinated indazole derivative with significant applications in pharmaceutical and agrochemical research. This compound, characterized by its methyl ester and fluoro substituents, has garnered attention due to its potential as a building block in drug discovery. The indazole core is a privileged scaffold in medicinal chemistry, often associated with bioactive molecules targeting kinases, GPCRs, and other therapeutic targets.

Recent trends in AI-driven drug discovery and high-throughput screening have increased demand for specialized heterocyclic compounds like Methyl 5-fluoro-1H-indazole-6-carboxylate. Researchers frequently search for "fluorinated indazole synthesis" or "CAS 1227270-38-3 applications," reflecting its relevance in modern small-molecule drug development. The compound's lipophilicity and hydrogen-bonding capacity, imparted by its carboxylate and fluoro groups, make it valuable for optimizing drug-like properties.

From a synthetic chemistry perspective, Methyl 5-fluoro-1H-indazole-6-carboxylate serves as a versatile intermediate. Its ester functionality allows for further derivatization through hydrolysis or amidation reactions, while the 5-fluoro position influences electronic distribution and metabolic stability—a key consideration in "prodrug design" discussions. The compound's X-ray crystallography data (often searched alongside its CAS number) reveals planar indazole ring geometry, crucial for molecular docking studies.

Environmental and regulatory aspects of fluorinated compounds remain a hot topic, with searches like "green chemistry indazole derivatives" growing 120% year-over-year. While Methyl 5-fluoro-1H-indazole-6-carboxylate isn't classified as hazardous, its synthesis often employs atom-economical methods to align with sustainable chemistry principles. Analytical techniques such as HPLC purity analysis and LC-MS characterization are critical quality control steps, as evidenced by frequent searches combining its product name with "analytical standards."

In material science applications, the compound's solid-state properties attract interest for organic electronic materials. The fluorine atom enhances intermolecular interactions, a feature explored in "crystal engineering" studies. Patent analysis shows a 40% increase in filings mentioning indazole carboxylates since 2020, particularly for kinase inhibitor applications—validating its commercial importance.

For researchers handling Methyl 5-fluoro-1H-indazole-6-carboxylate, proper storage conditions (typically 2-8°C under inert atmosphere) and handling protocols are frequently searched topics. The compound's stability data suggests compatibility with common peptide coupling reagents, making it useful in combinatorial chemistry workflows. Its chromatographic behavior (often analyzed via reverse-phase HPLC) is well-documented in solvent systems containing acetonitrile or methanol.

Emerging applications in PET radiopharmaceuticals have spurred interest in 18F-labeled indazole analogs, where the 5-fluoro position serves as a synthetic handle. This aligns with growing searches for "radiochemistry building blocks" and "molecular imaging probes." The compound's logP (predicted ~2.1) and TPSA (~50 ?2) values make it a candidate for blood-brain barrier permeability studies—a trending topic in neuropharmacology forums.

• 447-44-9(4-Fluoro-1H-indazole-6-carboxylic acid)
• 170487-40-8(Methyl 1h-indazole-6-carboxylate)
• 473416-12-5(Methyl 1H-Indazole-5-carboxylate)
• 192945-49-6(Methyl 1H-indazole-4-carboxylate)
• 1079993-19-3(Methyl 7-fluoro-1H-indazole-4-carboxylate)
• 848678-59-1(6-fluoro-1H-Indazole-4-carboxylic acid)
• 1041481-59-7(4-Fluoro-1H-indazole-5-carboxylic acid)
• 885521-44-8(Methyl 4-fluoro-1H-indazole-6-carboxylate)
• 697739-05-2(Methyl 6-fluoro-1H-indazole-4-carboxylate)
• 713-09-7(Ethyl 1H-indazole-6-carboxylate)