106103-36-0

Basic information

• Product Name: 6-bromo-5-methoxy-1H-indole
• Synonyms: 6-bromo-5-methoxy-1H-indole;6-BroMo-5-Methoxy-indole
• CAS NO: 106103-36-0
• Molecular Formula: C9H8BrNO
• Molecular Weight: 226.06992
• Mol File: 106103-36-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 127-129℃ (ethanol water )
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-bromo-5-methoxy-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-5-methoxy-1H-indole(106103-36-0)
• EPA Substance Registry System: 6-bromo-5-methoxy-1H-indole(106103-36-0)

Safety Data

• Hazardous Substances Data: 106103-36-0(Hazardous Substances Data)

Usage

General Description

6-bromo-5-methoxy-1H-indole is a chemical compound with the molecular formula C9H8BrNO and a molar mass of 232.07 g/mol. It is a derivative of indole, a heterocyclic compound commonly found in various natural products and pharmaceuticals. This specific compound features a bromine atom and a methoxy group attached to the indole ring, which can have significant effects on its reactivity and biological activity. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as a building block in organic chemistry. Additionally, 6-bromo-5-methoxy-1H-indole may have potential applications in medicinal chemistry and drug discovery due to its unique structure and potential biological activities. Overall, this compound has diverse uses and plays an important role in the field of organic and medicinal chemistry.

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 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 
• 128593-41-9 6-Bromo-5-methoxy-1H-indole-2-carboxylic acid 
• 106103-22-4 6-Bromo-5,5-dimethoxy-3,5-dihydro-2H-indole 

Downstream Products

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

Relevant articles and documents

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.

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.