916179-88-9

Basic information

• Product Name: Methyl 3-Bromoindole-5-carboxylate
• Synonyms: Methyl 3-Bromoindole-5-carboxylate;3-Bromoindole-5-carboxylic acid methyl ester;Methyl 3-broMo-1H-indole-5-carboxylate
• CAS NO: 916179-88-9
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08002
• Mol File: 916179-88-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.629
• CAS DataBase Reference: Methyl 3-Bromoindole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-Bromoindole-5-carboxylate(916179-88-9)
• EPA Substance Registry System: Methyl 3-Bromoindole-5-carboxylate(916179-88-9)

Safety Data

• Hazardous Substances Data: 916179-88-9(Hazardous Substances Data)

Usage

General Description

Methyl 3-Bromoindole-5-carboxylate, also known as 3-bromo-5-carbomethoxyindole, is a chemical compound with the molecular formula C10H8BrNO2. It is a derivative of indole, a heterocyclic aromatic organic compound. Methyl 3-Bromoindole-5-carboxylate is commonly used in organic synthesis and pharmaceutical research as a building block for the creation of other compounds. It has potential applications in the field of medicinal chemistry and drug development due to its structural properties and reactivity. Methyl 3-Bromoindole-5-carboxylate is a white to off-white crystalline solid at room temperature and is typically handled and stored under controlled conditions in a laboratory setting.

Upstream product

• 916179-87-8 3-bromo-1H-indole-5-carboxylic acid 
• 74-88-4 methyl iodide 
• 1011-65-0 5-methoxycarbonylindole 

Downstream Products

• 1160437-40-0 methyl 3-phenyl-1H-indole-5-carboxylate 
• 916179-86-7 3-bromo-1-(toluene-4-sulfonyl)-indole-5-carboxylic acid methyl ester 

Relevant articles and documents

A Palladium(II)-Catalyzed C-H Activation Cascade Sequence for Polyheterocycle Formation

Polyheterocycles are found in many natural products and are useful moieties in functional materials and drug design. As part of a program towards the synthesis of Stemona alkaloids, a novel palladium(II)-catalyzed C-H activation strategy for the construction of such systems has been developed. Starting from simple 1,3-dienyl-substituted heterocycles, a large range of polycyclic systems containing pyrrole, indole, furan and thiophene moieties can be synthesized in a single step. Don't overdo it: A palladium(II)-catalyzed C-H activation cascade sequence for the synthesis of polyheterocycles is reported. Aromatization of the initially formed dihydro species occurred with a quinone oxidant. In some cases the use of one equivalent of the oxidant enabled isolation of the dihydro species as a single isomer (see scheme; X=NMe, O, S).

OXADIAZOLE DERIVATIVES AND THEIR USE AS NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS

Oxadiazole derivatives of formula (I) where ring A is a bicyclic or tricyclic system. Claimed compounds are active on nicotinic acetylcholine receptors (nAChRs), and are useful to treat neurological, psychiatric, and gastrointestinal disorders, as well as sepsis and obesity.