70063-25-1

Usage

Uses

Used in Pharmaceutical Research:
2,3,5-tribromo-1-methyl-1H-indole is used as a building block in pharmaceutical research for its potential pharmacological properties. It has been studied for its anti-inflammatory and anticancer activities, making it a promising candidate for the development of new drugs targeting various diseases.
Used in Organic Synthesis:
2,3,5-tribromo-1-methyl-1H-indole is used as a key intermediate in organic synthesis, allowing for the creation of a wide range of chemical compounds with diverse applications. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.
Used in Drug Development:
2,3,5-tribromo-1-methyl-1H-indole is used in the development of new drugs, leveraging its potential pharmacological properties to create novel therapeutic agents. Its anti-inflammatory and anticancer activities are particularly noteworthy, as they may contribute to the development of effective treatments for various conditions.
Used in Agrochemical Development:
2,3,5-tribromo-1-methyl-1H-indole has been investigated for its potential use in the development of new agrochemicals. Its unique structure and properties may offer advantages in the creation of effective and environmentally friendly agricultural products, contributing to sustainable farming practices.

Upstream product

• 918529-97-2 2,3,5-tribromo-1H-indole 
• 74-88-4 methyl iodide 
• 496-15-1 1-indoline 
• 89875-37-6 2,3-dihydroindole-1-carboxylic acid methyl ester 
• 918529-93-8 methyl 2,3,5-tribromo-1H-indole-1-carboxylate 
• 10075-52-2 5-bromo-1-methyl-H-indole 

Relevant academic research and scientific papers

Simple and efficient procedures for selective preparation of 3-haloindoles and 2,3-dihaloindoles by using 1,3-dibromo-5,5-dimethylhydantoin and 1,3-dichloro-5,5-dimethylhydantoin

Simple and efficient synthetic procedures for the selective preparation of 3-bromo/3-chloroindoles and 2,3-dibromo/2,3-dichloroindoles by using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) were developed. Using 1,4-dioxane as the solvent, a variety of indoles, treated with 0.55 equiv DBDMH/DCDMH, afford the corresponding 3-bromo/3-chloroindoles selectively in 82-99% yield. In 1,2-dichloroethane (DCE), a series of 2,3-dichloro/2,3-dibromoindoles were selectively obtained in 84-95% yield by treating with DBDMH/DCDMH. All the processes do not need extra catalysts, dry solvents, or harsh reaction conditions.

Regioselective hydrodebromination of polybrominated indoles

The mixture of sodium borohydride and N,N,N′,N′- tetramethylethylenediamine in combination with a palladium catalyst is a mild and efficient system for the regioselective hydrodebromination of polybrominated indoles with both N-donating and N-withdrawing substituents [N-methyl- and N-(methoxycarbonyl)indoles, respectively]. The mixture of NaBH 4/N,N,N′,N′-tetramethylethylenediamine in combination with a palladium catalyst is a mild and efficient system for the regioselective hydrodebromination of polybrominated indoles with both N-donating and N-withdrawing substituents [N-methyl- and N-(methoxycarbonyl)indoles]. Copyright

Synthesis of bromoindole alkaloids from Laurencia brongniartii

A regioselective synthesis of N-carbomethoxy-2,3,5-tribromoindole (6) via a sequential one-pot bromination-aromatization-bromination of N-carbomethoxyindoline (2) is described. The process for the transformation of 2 into 6 permitted the isolation of stable reaction intermediates N-carbomethoxy-5-bromoindoline (3), N-carbomethoxy-5-bromoindole (4), and N-carbomethoxy-3,5-dibromoindole (5). Compound 6 was used to complete the total synthesis of the natural products 1b and 1c. In addition, bromination of N-carbomethoxyindole (11) afforded N-carbomethoxy-2,3,6-tribromoindole (13), from which the natural product 1a was synthesized.