17826-11-8

Basic information

• Product Name: ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE
• Synonyms: ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE;Ethyl (5-bromo-1H-indol-3-yl)oxoacetate;5-Bromo-3-[ethoxy(oxo)acetyl]-1H-indole, Ethyl (5-bromo-1H-indol-3-yl)glyoxylate;5-BroMo-3-indoleglyoxylic acid ethyl ester;1H-INDOLE-3-ACETIC ACID, 5-BROMO-α-OXO-, ETHYL ESTER
• CAS NO: 17826-11-8
• Molecular Formula: C₁₂H₁₀BrNO₃
• Molecular Weight: 296.12
• Mol File: 17826-11-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 248-249°C
• Boiling Point: 441 °C at 760 mmHg
• Flash Point: 220.5 °C
• Appearance: /
• Density: 1.591 g/cm³
• Vapor Pressure: 5.61E-08mmHg at 25°C
• Refractive Index: 1.642
• PKA: 13.62±0.30(Predicted)
• CAS DataBase Reference: ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE(17826-11-8)
• EPA Substance Registry System: ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE(17826-11-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 17826-11-8(Hazardous Substances Data)

Usage

General Description

ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE is a chemical compound that is commonly used in laboratory research and chemical synthesis. It is an ester derivative of indole-3-carboxylic acid and contains a bromine substituent on the indole ring. ETHYL 2-(5-BROMO-1H-INDOL-3-YL)-2-OXOACETATE is often used as a building block in the synthesis of various pharmaceutical and biologically active compounds due to the presence of the indole moiety, which is a common structural motif in many natural products and pharmaceuticals. It is important to handle and use this chemical compound with caution and in accordance with proper safety protocols, as it may pose risks to human health and the environment.

InChI:InChI=1/C12H10BrNO3/c1-2-17-12(16)11(15)9-6-14-10-4-3-7(13)5-8(9)10/h3-6,14H,2H2,1H3

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 64-17-5 ethanol 
• 63843-81-2 2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride 
• 60-29-7 diethyl ether 
• 4755-77-5 Ethyl oxalyl chloride 

Downstream Products

• 1415412-55-3 C₂₄H₂₆BrNO₆ 

Relevant articles and documents

Rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to heteroaryl α-ketoesters for synthesis of heteroaromatic α-hydroxy esters

The first example of catalytic asymmetric 1,2-addition of arylboronic acids to heteroaryl α-ketoesters has been developed for the highly efficient and enantioselective synthesis of quaternary carbon-containing heteroaromatic α-hydroxy esters. The reaction works well with a variety of α-ketoesters including 3-indoleglyoxylates, 3-benzofuranglyoxylates and 3-benzothiopheneglyoxylates under very mild conditions, affording the corresponding products in moderate to good yields with high enantiomeric excesses (up to 97%).

3-(indolyl)- or 3-(azaindolyl)-4-arylmaleimide derivatives for use in the treatment of colon and gastric adenocarcinoma

The present invention relates to the use of a compound of formula (I) wherein R1, and R3 are as defined in the description and R2 is a phenyl group which is substituted with 2 or 3 C1-G6 alkoxy groups, or a physiologically acceptable salt thereof, or a solvate of the compound of formula (I) or of the salt thereof, for treatment of colorectal or gastric adenocarcinoma.

SUBSTITUTED INDOLE DERIVATIVES

Provided herein are indole derivatives, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.