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3-Iodo-1H-indazol-6-ol (CAS No. 1082040-27-4): A Comprehensive Overview

3-Iodo-1H-indazol-6-ol, also known by its CAS registry number CAS No. 1082040-27-4, is a structurally unique organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound belongs to the indazole family, a class of heterocyclic aromatic compounds with two nitrogen atoms in their structure. The presence of an iodine atom at the 3-position and a hydroxyl group at the 6-position introduces unique electronic and steric properties, making it a versatile building block for various applications.

The indazole scaffold is renowned for its ability to form stable complexes with metal ions, a property that has been exploited in the development of coordination polymers and metallo-drugs. Recent studies have highlighted the potential of 3-Iodo-1H-indazol-6-ol as a ligand in constructing metallo-supramolecular architectures with unprecedented structural complexity and functionality. For instance, researchers have successfully synthesized a series of copper(II) complexes using this compound as a ligand, demonstrating its ability to form helical structures with high thermal stability.

In addition to its role in coordination chemistry, 3-Iodo-1H-indazol-6-ol has shown promise in the field of drug discovery. The compound's ability to modulate enzyme activity through non-covalent interactions has led to its investigation as a potential lead compound for anti-inflammatory and anticancer therapies. A recent study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibited potent inhibitory activity against cyclooxygenase (COX) enzymes, which are key targets in inflammation-related diseases.

The synthesis of 3-Iodo-1H-indazol-6-ol typically involves multi-step processes that combine nucleophilic aromatic substitution and oxidative coupling reactions. One optimized route involves the reaction of 6-hydroxyindazole with iodine monochloride (ICl) under controlled conditions, followed by purification via column chromatography. This method ensures high yields and excellent purity, making it suitable for large-scale production.

The physical properties of 3-Iodo-1H-indazol-6-ol are also worth noting. It has a melting point of approximately 285°C and is sparingly soluble in common organic solvents such as dichloromethane and ethyl acetate. Its UV-vis spectrum exhibits strong absorption bands in the visible region, indicative of its aromaticity and conjugation within the indazole ring system.

From an environmental standpoint, preliminary studies suggest that 3-Iodo-1H-indazol-6-ol is not inherently hazardous under normal handling conditions. However, like all chemical compounds, it should be stored and handled according to standard laboratory safety protocols to minimize exposure risks.

In conclusion, 3-Iodo-1H-indazol-6 ol, or CAS No. 1082040 -27 -4, represents a valuable addition to the arsenal of heterocyclic compounds available for research and development. Its unique chemical properties, coupled with its versatility as a ligand and drug candidate, ensure that it will remain an area of active investigation for years to come.

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• 885518-66-1(3,4-diiodo-2H-indazole)
• 944904-29-4(5,6-Dimethoxy-3-iodo-1H-indazole)
• 290367-99-6(3-Iodo-5-methoxy-1H-indazole)
• 936138-17-9(3-Iodo-6-methoxy-1H-indazole)
• 887570-29-8(4-Iodo-1H-indazol-6-ol)
• 885519-38-0(5-Hydroxy-3-iodoindazole)
• 351456-48-9(3,5-Diiodo-1H-indazole)
• 319472-78-1(3,6-Diiodo-1H-indazole)
• 351210-07-6(3-Iodo-7-methoxy-1H-indazole)