106103-36-0

Usage

Uses

Used in Pharmaceutical Industry:
6-bromo-5-methoxy-1H-indole is used as an intermediate in the synthesis of pharmaceuticals for its unique structure and potential biological activities, contributing to the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
6-bromo-5-methoxy-1H-indole is used as an intermediate in the synthesis of agrochemicals, enabling the creation of novel compounds with enhanced pesticidal or herbicidal properties.
Used in Organic Chemistry:
6-bromo-5-methoxy-1H-indole is used as a building block in organic chemistry, facilitating the synthesis of complex organic molecules and contributing to the advancement of chemical research and development.
Used in Medicinal Chemistry:
6-bromo-5-methoxy-1H-indole is used as a potential candidate in medicinal chemistry and drug discovery, due to its unique structure and potential biological activities, which may lead to the development of new therapeutic agents with novel mechanisms of action.
Used in Drug Discovery:
6-bromo-5-methoxy-1H-indole is used in drug discovery for its potential to be a key component in the development of new pharmaceuticals, with its unique structure offering opportunities for targeted drug design and optimization.

Upstream product

• 128593-41-9 6-Bromo-5-methoxy-1H-indole-2-carboxylic acid 
• 1033715-30-8 2-(4-bromo-5-methoxy-2-nitrophenyl)acetonitrile 
• 128593-40-8 6-bromo-5-methoxy-1H-indole-2-carboxylic acid ethyl ester 
• 106103-14-4 N-[2-(4-Bromo-2,5-dimethoxy-phenyl)-ethyl]-2,2,2-trifluoro-acetamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 106103-22-4 6-Bromo-5,5-dimethoxy-3,5-dihydro-2H-indole 

Downstream Products

• 96426-93-6 (-)-eudistomin F 
• 1246965-00-3 8-bromo-7-methoxy-5-(3',4',5'-trimethoxyphenyl)pyrrolo[3,4-a]carbazole-1,3(2H-10H)-dione 

Relevant academic research and scientific papers

Antioxidative bromoindole derivatives from the mid-intestinal gland of the muricid gastropod Drupella fragum

Three new bromoindoles, 6-bromo-5-hydroxyindole (1), 6-bromo-4,5- dihydroxyindole (2), and 6-bromo-4,7-dihydroxyindole (3), were isolated from the midintestinal gland of the muricid gastropod Drupella fragum. The structures of 2 and 3 were elucidated mainly by NMR spectroscopic analyses of their acetyl derivatives, whereas the structure of 1 was established by spectroscopic methods and total synthesis. Antioxidative activity for compounds 1-3 was evaluated by the POV method, and compound 1 was found to have as strong an antioxidative potency as BHT.

A GENERAL APPROACH TO QUINONE IMINE KETALS. INTERESTING INTERMEDIATES FOR PREPARATION OF 5-OXYGENATED INDOLES AND QUINONE IMINES

A general route for the preparation of quinone imine ketals is reported.

Synthesis of eudistomin C and E: Improved preparation of the indole unit

(Chemical Equation Presented) An improved synthesis of the indole unit, a key intermediate for eudistomin C, was established utilizing Makosza's indole synthesis. A concise total synthesis of eudistomin E was achieved on the basis of the improved synthesi

Preparation of Quinone Imine Ketals via Intramolecular Condensation of Amino-Substituted Quinone Monoketals. Anodic Oxidation Chemistry of Trifluoracetamide Derivatives of 1,4-Dimethoxybenzenes and 4-Methoxyphenols

Two routes have been developed to the previously unknown quinone imine ketal moiety.One involves a sequence of anodic oxidation of the N-trifluoroacetamide of a 2-(2,5-dimethoxyphenyl)ethylamine or 3-(2,5-dimethoxyphenyl)propylamine derivative to form the respective quinone bisketal followed by basic hydrolysis of the trifluoroacetamide linkage, acidic hydrolysis of the quinone bisketal to a quinone monoketal, and intramolecular condensation to form the quinone imine ketal.This method reuires an additional substituent at the 4-position (bromine or methoxy) to direct the regiochemistry of the quinone bisketal hydrolysis.The second method involves similar chemistry except that the anodic oxidation of a 4-methoxyphenol derivative directly affords the quinone monoketal.Hydrolysis of the trifluoroacetamide followed by an intramolecular condensation reaction affords the quinone imine ketal.Selected aspects of the chemistry of these compounds have been studied.Especially interesting is the reaction of a model quinone imine ketal with organolithium reagents.Either 1- or 2-substituted-5-methoxyindole is produced, depending upon the organolithium compound.