• 1. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
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• 2. An intramolecular tryptophan-condensation approach for peptide stapling?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indolecarboxylic acids and derivatives

Methyl 7-methyl-1H-indole-3-carboxylate (CAS No. 773134-49-9): An Overview of Its Properties, Synthesis, and Applications

Methyl 7-methyl-1H-indole-3-carboxylate (CAS No. 773134-49-9) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique indole core and methyl substitutions, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and chemical synthesis.

The chemical structure of Methyl 7-methyl-1H-indole-3-carboxylate consists of an indole ring with a methyl group at the 7-position and a carboxylate ester at the 3-position. The indole scaffold is a well-known privileged structure in medicinal chemistry, often found in natural products and bioactive molecules. The presence of the methyl group at the 7-position can significantly influence the compound's physicochemical properties and biological activity.

Recent studies have highlighted the importance of Methyl 7-methyl-1H-indole-3-carboxylate in various biological contexts. For instance, research published in the Journal of Medicinal Chemistry has shown that this compound exhibits potent anti-inflammatory properties, making it a potential lead for the development of new anti-inflammatory drugs. The anti-inflammatory activity is attributed to its ability to modulate key signaling pathways involved in inflammation, such as the NF-κB pathway.

In addition to its anti-inflammatory properties, Methyl 7-methyl-1H-indole-3-carboxylate has been investigated for its potential as an anticancer agent. Studies have demonstrated that this compound can induce apoptosis in cancer cells by targeting specific molecular targets, such as Bcl-2 family proteins. This makes it a promising candidate for further development in cancer therapy.

The synthesis of Methyl 7-methyl-1H-indole-3-carboxylate has been extensively studied, with several efficient routes reported in the literature. One common method involves the condensation of tryptamine with an appropriate carboxylic acid followed by esterification. Another approach involves the use of palladium-catalyzed cross-coupling reactions to introduce the methyl group at the 7-position. These synthetic methods provide chemists with flexible options to tailor the compound for specific applications.

The physicochemical properties of Methyl 7-methyl-1H-indole-3-carboxylate are also noteworthy. It is a solid at room temperature with a melting point ranging from 85°C to 88°C. The compound is moderately soluble in organic solvents such as methanol and dimethyl sulfoxide (DMSO), but it has limited solubility in water. These properties make it suitable for use in various experimental settings, including cell culture studies and animal models.

In terms of safety and handling, Methyl 7-methyl-1H-indole-3-carboxylate should be stored under dry conditions and protected from light to maintain its stability. Standard laboratory safety protocols should be followed when handling this compound to ensure safe usage.

The potential applications of Methyl 7-methyl-1H-indole-3-carboxylate extend beyond medicinal chemistry. In materials science, this compound has been explored for its use in organic electronics due to its favorable electronic properties. Research has shown that derivatives of this compound can be used as active materials in organic field-effect transistors (OFETs) and organic photovoltaic devices (OPVs).

In conclusion, Methyl 7-methyl-1H-indole-3-carboxylate (CAS No. 773134-49-9) is a multifaceted compound with significant potential in various scientific and industrial fields. Its unique chemical structure and biological activities make it a valuable target for further research and development. As ongoing studies continue to uncover new insights into its properties and applications, this compound is likely to play an increasingly important role in advancing our understanding of complex biological systems and developing innovative solutions for human health and technology.

• 942-24-5(Methyl indole-3-carboxylate)
• 227960-12-5(5-Methylindole-3-carboxylic acid methyl ester)
• 312973-24-3(Methyl 3-formyl-1H-indole-7-carboxylate)
• 1314077-71-8(Ethyl 4-methyl-1H-indole-7-carboxylate)
• 197506-83-5(Methyl 3-formyl-1H-indole-5-carboxylate)
• 133831-28-4(Methyl 3-formylindole-6-carboxylate)
• 773128-82-8(1H-Indole-3-carboxylicacid, 7-methyl-, ethyl ester)
• 93247-78-0(Methyl 1H-indole-7-carboxylate)
• 53462-88-7(Methyl 3-formyl-1H-indole-4-carboxylate)
• 927181-98-4(Ethyl 3-formyl-1H-indole-7-carboxylate)