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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

Introduction to 1-(5-Fluoro-1H-indazol-1-yl)ethanone (CAS No. 141071-11-6)

1-(5-Fluoro-1H-indazol-1-yl)ethanone, also known by its CAS registry number CAS No. 141071-11-6, is a compound of significant interest 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 fluorine atom at the 5-position of the indazole ring introduces unique electronic and steric properties, making this compound a valuable building block in drug discovery and material synthesis.

The structure of 5-fluoroindazole is characterized by its two nitrogen atoms in the pyrazole ring, which contribute to its aromaticity and reactivity. The ethanone group attached to the indazole ring further enhances its functional versatility, allowing for a wide range of chemical transformations. Recent studies have highlighted the potential of this compound in the development of novel pharmaceutical agents, particularly in the areas of oncology and neurodegenerative diseases.

In terms of synthesis, 5-fluoroindazole can be prepared via various routes, including the Paal-Knorr synthesis, which involves the condensation of amino carbonyl compounds. The introduction of the fluorine substituent can be achieved through electrophilic substitution or via nucleophilic aromatic substitution, depending on the specific conditions and desired regioselectivity. These methods have been optimized in recent years to improve yield and purity, making this compound more accessible for research and industrial applications.

The chemical properties of CAS No. 141071-11-6 are heavily influenced by its electronic structure. The indazole ring exhibits strong electron-withdrawing effects due to the presence of nitrogen atoms and the fluorine substituent. This makes it an excellent candidate for use in electron-deficient systems, such as in organic electronics or as a precursor for coordination complexes. Recent research has explored its use in metalloporphyrin systems, where it serves as a ligand to stabilize metal centers with unique magnetic properties.

In the field of pharmacology, 5-fluoroindazole has shown promise as a lead compound for drug development. Its ability to modulate various biological targets, such as kinases and ion channels, has been extensively studied. For instance, recent studies have demonstrated its potential as an inhibitor of protein kinase C (PKC), which is implicated in several pathological conditions, including cancer and inflammatory diseases. Additionally, its role as a ligand for G-protein coupled receptors (GPCRs) has opened new avenues for drug design targeting central nervous system disorders.

The application of CAS No. 141071-11-6 extends beyond pharmacology into materials science. Its use as a building block in supramolecular chemistry has led to the creation of self-assembled structures with potential applications in sensors and catalysis. Furthermore, its photochemical properties make it a candidate for use in organic light-emitting diodes (OLEDs) and other optoelectronic devices.

In conclusion, 5-fluoroindazole (CAS No. 141071-11-6) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties and functional groups make it an invaluable tool for researchers seeking to develop innovative solutions in medicine, materials science, and beyond. As ongoing research continues to uncover new potentials for this compound, its role in advancing scientific knowledge is expected to grow significantly.

• 13436-50-5(Ethanone,1-(2H-indazol-2-yl)-)
• 501653-37-8(Ethanone,1-(6-amino-1H-indazol-1-yl)-)
• 651780-33-5(1H-Indazole, 1-acetyl-6-bromo-)
• 61317-50-8(1H-Pyrazolo[3,4-f]quinoline, 1-acetyl-)
• 61317-49-5(2H-Pyrazolo[4,3-f]quinoline, 2-acetyl-)
• 61317-48-4(3H-Pyrazolo[4,3-f]quinoline, 3-acetyl-)
• 13436-49-2(1-(1H-Indazol-1-yl)ethanone)
• 98083-43-3(1-(5-Chloro-1H-indazol-1-yl)ethanone)
• 244017-81-0(Ethanone,2-chloro-1-(1H-indazol-1-yl)-)
• 633328-87-7(1H-Pyrazolo[4,3-c]pyridine, 1-acetyl- (9CI))