Indole-2-carboxylic acid

Indole-2-carboxylic acid (I2CA) is a competitive antagonist of the glycine site of the NMDA receptor (Ki=15 μM, 5-fluoro-I2CA) and an inhibitor of HIV-1 integrase. Indole-2-carboxylic acid is selective for the glycine site of the NMDA receptor and blocks the enhancement of NMDA receptor by competitively inhibiting the binding of glycine to the NMDA receptor. Indole-2-carboxylic acid can also inhibit the strand transfer activity of HIV-1 integrase by chelating Mg2+ at the active site of integrase and interacting with the hydrophobic cavity. Indole-2-carboxylic acid can be used in the study of neurological diseases (such as stroke, epilepsy) and HIV-1 infection[1][2].

Product Specifications

CAS Number

[1477-50-5]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

HIV; HIV Integrase; iGluR

Type

Natural Products

Related Pathways

Anti-infection; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling

Applications

Neuroscience-Neurodegeneration

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/indole-2-carboxylic-acid.html

Purity

99.97

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic)

Smiles

O=C(C(N1)=CC2=C1C=CC=C2)O

Molecular Formula

C9H7NO2

Molecular Weight

161.16

Precautions

H302, H315, H319, H335

References & Citations

[1]Huettner JE. Indole-2-carboxylic acid: a competitive antagonist of potentiation by glycine at the NMDA receptor. Science. 1989 Mar 24;243 (4898) :1611-3.|[2]Wang YC, et al. The Discovery of Indole-2-carboxylic Acid Derivatives as Novel HIV-1 Integrase Strand Transfer Inhibitors. Molecules. 2023 Dec 8;28 (24) :8020.