Indole-3-carboxylic acid Chemical Properties

Melting point:

232-234 °C (dec.)(lit.)

Boiling point:

287.44°C (rough estimate)

Density 

1.2480 (rough estimate)

refractive index 

1.5050 (estimate)

storage temp. 

2-8°C

solubility 

Soluble in 95% Ethanol: 50 mg/ml, also soluble in methanol.

form 

Powder

pka

3.90±0.10(Predicted)

color 

Light beige

BRN 

129435

InChIKey

KMAKOBLIOCQGJP-UHFFFAOYSA-N

CAS DataBase Reference

771-50-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-21/22

Safety Statements 

22-24/25-36/37/39-26

WGK Germany 

3

RTECS 

NK7882892

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Indole-3-carboxylic acid Usage And Synthesis

Chemical Properties

light beige crystalline powder (recrystallized from acetate-petroleum ether). Soluble in ethanol, ether, acetate, insoluble in boiling water, benzene, insoluble in petroleum ether.

Application

Indole-3-carboxylic Acid is a specific and competitive inhibitor of the potentiation of glycine of NMDA-gated current. Chemical reagent in the synthesis of thiadiazole derivatives used for anticancer activity.

Preparation

indole-3-carboxylic acid can be synthesized by the hydrolysis reaction of 3-trichloroacetyl indole: add 235g 3-trichloroacetyl indole into 1000ml methanol, slowly drop an appropriate amount of 50% KOH solution, heat up and reflux for 18 hours, cool to room temperature, The methanol was recovered by concentration, and the residual liquid was left; 1500 ml of water was added to the residual liquid, hydrochloric acid was added dropwise to adjust pH=3～4, and then filtered, and the solid obtained by filtration was dried to obtain 144g of indole-3-carboxylic acid crude product; The crude product was slurried with 100g of ethyl acetate for 25 minutes,filtered and dried to obtain indole-3-carboxylic acid (137g, yield 91.8%).

Definition

ChEBI: Indole-3-carboxylic acid is an indole-3-carboxylic acid carrying a carboxy group at position 3. It has a role as a human metabolite and a bacterial metabolite. It is a conjugate acid of an indole-3-carboxylate.

General Description

The structures of the derivatives of indole-3-carboxylic acid were studied using gas chromatography with high resolution mass spectrometry (GC-HRMS), ultra-high performance liquid chromatography in combination with high resolution tandem mass spectrometry (UHPLC-HRMS), nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR).

target

5-HT Receptor

Indole-3-carboxylic acid(771-50-6)Related Product Information

• Ethyl indole-3-carboxylate
• Indole-3-butyric acid
• Indometacin
• 3,5-Dihydroxybenzoic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Indole-3-acetic acid
• Citric acid
• Indole
• Folic acid
• Glycine
• Methyl indole-3-carboxylate
• Indole-6-carboxylic acid
• 1H-Indole-7-carboxylic acid
• Indole-4-carboxylic acid
• Methyl indole-6-carboxylate
• Indole-2-carboxylic acid
• 5-Chloroindole
• Indole-4-boronic acid