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Usage

Uses

Used in Pharmaceutical Synthesis:
5,6-Dibromo-1H-indole is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to react with a wide range of reagents, facilitating the creation of diverse drug molecules.
Used in Agrochemical Development:
In the agrochemical industry, 5,6-Dibromo-1H-indole serves as a crucial component in the development of new compounds designed to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
5,6-Dibromo-1H-indole is utilized as a versatile building block in organic synthesis, contributing to the formation of complex organic molecules for various applications.
Used in Antiviral Research:
5,6-Dibromo-1H-indole is studied for its potential as an antiviral agent, exploring its capacity to inhibit viral replication and reduce the spread of infections.
Used in Anticancer Applications:
5,6-DibroMo-1H-indole is investigated for its potential role in cancer treatment, with research focusing on its ability to target and inhibit the growth of cancer cells.
Used in Material Science:
5,6-Dibromo-1H-indole is applied in the development of new materials, leveraging its unique properties to enhance material characteristics for specialized uses.
Used in Organic Electronics:
In the field of organic electronics, 5,6-Dibromo-1H-indole is employed for its electronic properties, contributing to the advancement of organic semiconductors and other electronic components.

Upstream product

• 857809-62-2 5,6-dibromo-indole-3-carboxylic acid ethyl ester 
• 6326-79-0 6-bromoisatin 
• 17826-05-0 5,6-Dibromoisatin 
• 857809-64-4 5,6-dibromo-1H-indole-3-carboxylic acid 
• 776-41-0 indole-3-carboxylic acid ethyl ester 
• 942-24-5 3-methoxycarbonylindole 
• 1309792-72-0 5,6-dibromo-1H-indole-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Regioselective dibromination of methyl indole-3-carboxylate and application in the synthesis of 5,6-dibromoindoles

Treatment of methyl indole-3-carboxylate with bromine in acetic acid gives methyl 5,6-dibromoindole-3-carboxylate regioselectively, from which the parent 5,6-dibromoindole can be accessed via a one-pot, microwave-mediated ester hydrolysis and decarboxylation. Application of these building blocks in syntheses of natural and non-natural 5,6-dibromoindole derivatives, including meridianin F and 5,6-dibromo-2′-demethylaplysinopsin, is reported. The Royal Society of Chemistry 2011.

Synthesis of (S)-5,6-dibromo-tryptophan derivatives as building blocks for peptide chemistry

5,6-Dibromo-tryptophan is an interesting amino acid whose derivatives and analogues are found in a variety of highly bioactive natural compounds. Notwithstanding its relevance no data concerning this compound are found in the literature. Here an efficient pathway for the synthesis of 5,6-dibromo- tryptophan derivatives is reported. The reaction is performed by using 6-Br-isatin as starting material. Selective bromination at position 5 was followed by BH3 reduction of the intermediate α-keto-amide and alkylation with Ser-OH in Ac2O/AcOH. Optical resolution was effected by enzymatic de-acetylation of the obtained racemic mixture. Finally, in situ Nα-Boc protection of the optically pure S form yielded the desired Nα-Boc-(S)-5,6-dibromo-tryptophan.

Tanjungides a and B: New antitumoral bromoindole derived compounds from Diazona cf formosa. isolation and total synthesis

Tanjungides A (1) (Z isomer) and B (2) (E isomer), two novel dibrominated indole enamides, have been isolated from the tunicate Diazona cf formosa. Their structures were determined by spectroscopic methods including HRMS, and extensive 1D and 2D NMR. The stereochemistry of the cyclised cystine present in both compounds was determined by Marfey's analysis after chemical degradation and hydrolysis. We also report the first total synthesis of these compounds using methyl 1H-indole-3-carboxylate as starting material and a linear sequence of 11 chemical steps. Tanjungides A and B exhibit significant cytotoxicity against human tumor cell lines.