31529-28-9

Basic information

• Product Name: 3-(2-carboxyindol-3-yl)propionic acid
• Synonyms: 3-(2-carboxyindol-3-yl)propionic acid
• CAS NO: 31529-28-9
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.23
• Mol File: 31529-28-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 533.1°Cat760mmHg
• Flash Point: 276.2°C
• Appearance: /
• Density: 1.472g/cm³
• Vapor Pressure: 3.4E-12mmHg at 25°C
• Refractive Index: 1.7
• CAS DataBase Reference: 3-(2-carboxyindol-3-yl)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-carboxyindol-3-yl)propionic acid(31529-28-9)
• EPA Substance Registry System: 3-(2-carboxyindol-3-yl)propionic acid(31529-28-9)

Safety Data

• Hazardous Substances Data: 31529-28-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H11NO4/c14-10(15)6-5-8-7-3-1-2-4-9(7)13-11(8)12(16)17/h1-4,13H,5-6H2,(H,14,15)(H,16,17)

Upstream product

• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 615-36-1 2-bromoaniline 
• 62-53-3 aniline 
• 3867-18-3 2-vinylaniline 
• 3770-50-1 2-carbethoxyindole 
• 111725-67-8 2-methyl-1,3-dioxo-1,2,3,4,5,10-hexahydroazepino<3,4-b>indole 
• 63158-53-2 ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate 
• 63158-59-8 6-ethoxy-6-oxo-5-(2-phenylhydrazono)hexanoic acid 

Downstream Products

• 830-96-6 Indole-3-propionic acid 

Relevant articles and documents

3-(2-Carboxyethyl)indole-2-carboxylic Acid Derivatives: Structural Requirements and Properties of Potent Agonists of the Orphan G Protein-Coupled Receptor GPR17

The orphan receptor GPR17 may be a novel drug target for inflammatory diseases. 3-(2-Carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid (MDL29,951, 1) was previously identified as a moderately potent GPR17 agonist. In the present study, we investigated the structure-activity relationships (SARs) of 1. Substitution of the indole 1-, 5-, or 7-position was detrimental. Only small substituents were tolerated in the 4-position while the 6-position accommodated large lipophilic residues. Among the most potent compounds were 3-(2-carboxyethyl)-1H-indole-2-carboxylic acid derivatives containing the following substituents: 6-phenoxy (26, PSB-1737, EC50 270 nM), 4-fluoro-6-bromo (33, PSB-18422, EC50 27.9 nM), 4-fluoro-6-iodo (35, PSB-18484, EC50 32.1 nM), and 4-chloro-6-hexyloxy (43, PSB-1767, EC50 67.0 nM). (3-(2-Carboxyethyl)-6-hexyloxy-1H-indole-2-carboxylic acid (39, PSB-17183, EC50 115 nM) behaved as a partial agonist. Selected potent compounds tested at human P2Y receptor subtypes showed high selectivity for GPR17. Docking into a homology model of the human GPR17 and molecular dynamic simulation studies rationalized the observed SARs.

3-(2-Carboxyindol-3-yl)propionic Acid-Based Antagonists of the N-Methyl-D-aspartic Acid Receptor Associated Glycine Binding Site

A series of substituted 3-(2-carboxyindol-3-yl)propionic acids was synthesized and tested as antagonists for the strychnine-insensitive glycine binding site of the NMDA receptor.Chlorine, and other small electron-withdrawing substituents in the 4- and 6-p

3-(2-Carboxyindol-3-yl)propionic Acid Derivatives: Antagonists of the Strychnine-Insensitive Glycine Receptor Associated with the N-Methyl-D-aspartate Receptor Complex

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