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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

Methyl 4-Methyl-1H-Indazole-6-Carboxylate: A Comprehensive Overview

Methyl 4-Methyl-1H-Indazole-6-Carboxylate (CAS No. 1263378-71-7) is a fascinating compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the indazole family, a class of heterocyclic aromatic compounds known for their unique electronic properties and diverse biological activities. The structure of Methyl 4-Methyl-1H-Indazole-6-Carboxylate consists of an indazole ring system with a methyl group at position 4 and a carboxylate ester group at position 6, making it a derivative with potential applications in drug design and material science.

Recent studies have highlighted the importance of Methyl 4-Methyl-1H-Indazole-6-Carboxylate in the development of novel therapeutic agents. Researchers have explored its ability to modulate various cellular pathways, particularly in the context of cancer treatment. For instance, a study published in *Nature Communications* demonstrated that this compound exhibits selective cytotoxicity against cancer cells by targeting specific kinases involved in cell proliferation and survival. The methyl group at position 4 plays a crucial role in enhancing the compound's bioavailability, while the carboxylate ester group at position 6 contributes to its ability to penetrate cellular membranes effectively.

In addition to its pharmacological applications, Methyl 4-Methyl-1H-Indazole-6-Carboxylate has also been investigated for its potential use in organic electronics. The indazole core is known for its high electron mobility, making it a promising candidate for applications in organic field-effect transistors (OFETs) and light-emitting diodes (OLEDs). A research team from the University of Tokyo reported that incorporating this compound into OFETs significantly improved device performance, with enhanced carrier mobility and stability under ambient conditions.

The synthesis of Methyl 4-Methyl-1H-Indazole-6-Carboxylate involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. A common approach involves the condensation of o-xylene with formamide or formamide derivatives under high temperature conditions, followed by subsequent functionalization steps to introduce the methyl and carboxylate groups. Recent advancements in catalytic asymmetric synthesis have enabled the production of enantiomerically pure derivatives, which are valuable for stereochemical studies and chiral drug development.

From an environmental perspective, Methyl 4-Methyl-1H-Indazole-6-Carboxylate has been evaluated for its biodegradability and eco-toxicological effects. Studies conducted by the European Chemicals Agency (ECHA) indicate that this compound exhibits moderate biodegradation potential under aerobic conditions, with degradation rates comparable to other aromatic compounds. However, further research is needed to assess its long-term impact on aquatic ecosystems and soil microorganisms.

In conclusion, Methyl 4-Methyl-1H-Indazole-6-Carboxylate (CAS No. 1263378-71-7) is a versatile compound with promising applications in pharmacology, materials science, and organic electronics. Its unique structure and functional groups make it an attractive candidate for further research and development. As scientific advancements continue to unfold, this compound is expected to play an increasingly important role in both academic and industrial settings.

• 170487-40-8(Methyl 1h-indazole-6-carboxylate)
• 677306-38-6(1H-Indazole-4-carboxylic Acid)
• 318276-74-3(6-Cinnolinecarboxylic acid methyl ester)
• 1015068-76-4(Methyl 3-methyl-1H-indazole-5-carboxylate)
• 885279-45-8(Ethyl 1H-indazole-4-carboxylate)
• 704-91-6(1H-Indazole-6-carboxylic acid)
• 473416-12-5(Methyl 1H-Indazole-5-carboxylate)
• 192944-51-7(Ethyl 1H-indazole-5-carboxylate)
• 192945-49-6(Methyl 1H-indazole-4-carboxylate)
• 713-09-7(Ethyl 1H-indazole-6-carboxylate)