80129-52-8

Basic information

• Product Name: 4-Hydroxy-1H-indole-2-carboxylic acid
• Synonyms: 4-Hydroxy-1H-indole-2-carboxylic acid
• CAS NO: 80129-52-8
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.158
• Mol File: 80129-52-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 511.4 °C at 760 mmHg
• Flash Point: 263.1 °C
• Appearance: /
• Density: 1.57 g/cm³
• PKA: 4.56±0.30(Predicted)
• CAS DataBase Reference: 4-Hydroxy-1H-indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-1H-indole-2-carboxylic acid(80129-52-8)
• EPA Substance Registry System: 4-Hydroxy-1H-indole-2-carboxylic acid(80129-52-8)

Safety Data

• Hazardous Substances Data: 80129-52-8(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-1H-indole-2-carboxylic acid is a chemical compound that belongs to the class of organic compounds known as indolecarboxylic acids. It is a derivative of indole, a heterocyclic aromatic organic compound. This chemical is used in the synthesis of pharmaceuticals and other organic compounds. It is also a metabolite of tryptophan, an essential amino acid, and is found in some plant tissues. Furthermore, 4-Hydroxy-1H-indole-2-carboxylic acid has potential applications in drug discovery and development due to its pharmacological properties.

Upstream product

• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 27737-55-9 4-benzyloxy-1H-indole-2-carboxylic acid ethyl ester 
• 95264-30-5 (Z)-ethyl 2-azido-3-(2-(benzyloxy)phenyl)acrylate 
• 39731-09-4 4-benzyloxylindole-2-carboxylic acid 

Relevant articles and documents

Novel Indole-2-carboxylates as Ligands for the Strychnine-Insensitive N-Methyl-D-aspartate-Linked Glycine Receptor

A series of indole-2-carboxylates were prepared and evaluated for their ability to inhibit the binding at the strychnine-insensitive glycine receptor that is associated with the NMDA-PCP-glycine receptor complex.All of the compounds were selective for the glycine site relative to other sites on the receptor macrocomplex and several of the compounds in this series were found to have submicromolar affinity for this receptor.The lead compound, 2-carboxy-6-chloro-3-indoleacetic acid (Ki = 1.6 μM vsglycine), was also found to noncompetitively inhibit the binding of MK-801, a ligand for the phencyclidine site on the receptor macrocomplex.These latter data suggest that the compound functions as an antagonist at the strychnine-insensitive glycine receptor.The structural activity relationships within this series of indole-2-carboxylates is discussed and several key pharmacophores are identified for this series of glycine ligands.In general, the most potent compounds were the C-3 acetamides, with N-propyl-2-carboxy-6-chloro-3-indoleacetamide having the highest receptor affinity.