101909-43-7

Basic information

• Product Name: methyl 4-bromo-1H-indole-3-carboxylate
• Synonyms: methyl 4-bromo-1H-indole-3-carboxylate;4-Bromo-1H-indole-3-Carbocylic acid methyl ester;1H-INDOLE-3-CARBOXYLIC ACID,4-BROMO-,METHYL ESTER;4-Bromo-1H-indole-3-carboxylic acid methyl ester
• CAS NO: 101909-43-7
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08
• Mol File: 101909-43-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• CAS DataBase Reference: methyl 4-bromo-1H-indole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-bromo-1H-indole-3-carboxylate(101909-43-7)
• EPA Substance Registry System: methyl 4-bromo-1H-indole-3-carboxylate(101909-43-7)

Safety Data

• Hazardous Substances Data: 101909-43-7(Hazardous Substances Data)

Usage

General Description

Methyl 4-bromo-1H-indole-3-carboxylate is a chemical compound often used in research and scientific studies, especially within the pharmaceutical industry. It belongs to the class of organic compounds known as indoles, characterized by a structure that contains a benzene ring fused to a pyrrole ring. Its systematic name is methyl 4-bromo-1H-indole-3-carboxylate and its molecular formula is C10H8BrNO2. It is typically presented as a beige crystalline powder. While it plays a critical role in the development of certain pharmaceuticals, it needs to be handled with care due to its potential for causing skin and eye irritation.

InChI:InChI=1/C10H8BrNO2/c1-14-10(13)6-5-12-8-4-2-3-7(11)9(6)8/h2-5,12H,1H3

Upstream product

• 98600-34-1 4-bromo-1H-indole-3-carbaldehyde 
• 67-56-1 methanol 
• 110811-31-9 4-bromo-1H-indole-3-carboxylic acid 
• 585-79-5 m-nitrobromobenzene 
• 24171-78-6 m-bromophenylhydroxylamine 
• 922-67-8 propynoic acid methyl ester 
• 942-24-5 3-methoxycarbonylindole 
• 186581-53-3 diazomethane 

Downstream Products

• 1208377-22-3 2-(benzylphenylamino)-4-bromoindole-3-carboxylic acid methyl ester 
• 98600-34-1 4-bromo-1H-indole-3-carbaldehyde 
• 89245-41-0 4-bromo-3-indoleacetic acid 
• 89245-35-2 2-(4-bromo-1H-indol-3-yl)acetonitrile 
• 64258-88-4 1-(4-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 220465-43-0 indole-4-boronic acid 
• 52488-36-5 4-bromo-1H-indole 

Relevant articles and documents

A New Synthesis of Lysergic Acid

(Equation presented) (±)-Lysergic acid (1) has been synthesized via an economical 8-step route from 4-bromoindole and isocinchomeronic acid without the need to protect the indole during the synthesis. Initial efforts to form the simpler 3-acylindole derivatives first and then cyclize these were unsuccessful in the cyclization step.

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.

INDOLE COMPOUND AND USE THEREOF

The present invention relates to a compound represented by the formula (I), wherein all symbols are as defined in the description, a salt thereof a solvate thereof, or a prodrug thereof, which has a leukotriene receptor antagonistic activity which is expe