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Indole-3-carboxylic acid

CAS No.
771-50-6
Chemical Name:
Indole-3-carboxylic acid
Synonyms
1H-INDOLE-3-CARBOXYLIC ACID;ICO;3-CARBOXYINDOLE;3-Indoleformic acid;e-3-carboxyL;3-Indoleformic;3-indoleic acid;3-Indolecarboxylic;Indol-3-carbonsure;Indole-3-carboxylic
CBNumber:
CB4416867
Molecular Formula:
C9H7NO2
Molecular Weight:
161.16
MDL Number:
MFCD00005624
MOL File:
771-50-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41

Indole-3-carboxylic acid 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.
pka 3.90±0.10(Predicted)
form Powder
color Light beige
BRN 129435
InChI InChI=1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12)
InChIKey KMAKOBLIOCQGJP-UHFFFAOYSA-N
SMILES N1C2=C(C=CC=C2)C(C(O)=O)=C1
CAS DataBase Reference 771-50-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 59711R38B0
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE Eyeshields, Gloves, type N95 (US)
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
Storage Class 11 - Combustible Solids
NFPA 704
1
2 1

Indole-3-carboxylic acid price More Price(91)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000618 Tropisetron impurity B European Pharmacopoeia (EP) Reference Standard 771-50-6 10 mg $244 2026-04-30 Buy
Sigma-Aldrich 284734 Indole-3-carboxylic acid ReagentPlus , 99% 771-50-6 5g $57.5 2025-07-31 Buy
Sigma-Aldrich 284734 Indole-3-carboxylic acid ReagentPlus , 99% 771-50-6 1g $35 2023-06-20 Buy
TCI Chemical I0028 Indole-3-carboxylic Acid >98.0%(T)(HPLC) 771-50-6 5g $54 2026-04-30 Buy
TCI Chemical I0028 Indole-3-carboxylic Acid >98.0%(T)(HPLC) 771-50-6 25g $156 2026-04-30 Buy
Product number Packaging Price Buy
Y0000618 10 mg $244 Buy
284734 5g $57.5 Buy
284734 1g $35 Buy
I0028 5g $54 Buy
I0028 25g $156 Buy

Indole-3-carboxylic acid Chemical Properties,Uses,Production

Description

Indole-3-carboxylic acid is a plant metabolite derived from tryptophan that has been found in Arabidopsis and has diverse biological activities.1,2,3,4 It induces resistance in Arabidopsis against the plant necrotrophic fungus P. cucumerina when applied as a soil-drenching solution at a concentration of 150 µM prior to infection.2 Indole-3-carboxylic acid is cytotoxic to A549 human lung and MCF-7 human breast cancer cells (EC50s = 4.6 and 12.9 µg/ml, respectively) and inhibits HIV replication in infected H9 lymphocytes (IC50 = 16.4 µg/ml).3 Indole-3-carboxylic acid has also been used as a precursor in the synthesis of substituted thiadiazoles with anticancer activity.4WARNING This product is not for human or veterinary use.

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

487-89-8
771-50-6
Synthesis of Indole-3-carboxylic acid from Indole-3-carboxaldehyde
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View Lastest Price from Indole-3-carboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
indole-3-carboxylic acid pictures 2026-09-13 indole-3-carboxylic acid
771-50-6
$1.00 300g 99.8% 20 TONS .GZ HONESTCHEM CO.,LTD
Indole-3-carboxylic acid pictures 2026-09-11 Indole-3-carboxylic acid
771-50-6
1kg 99%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
Indole-3-carboxylic acid pictures 2026-08-08 Indole-3-carboxylic acid
771-50-6
$29.00 99.68% 10g TargetMol Chemicals Inc.
Indole-3-carboxylic acid ,99% INDOLE-3-CARBOXYLIC ACID(I3CA) INDOLE-3-CARBOXYLIC ACID pure Indole-3-CarboxylicA 1H-Indole-3-carboxylic acid 98% Indole-3-carboxylic Indole-3-carboxylic acid (8CI) e-3-carboxyL INDOLE-3-CARBOXYLIC ACID Indole-3-carboxylie acid IndolecarboxylicAcid INDOLECARBOXYLIC ACID 98% 3-Indoleformic Indole-3-carboxylic acid, 99%, refined Indole-3-carboxylic acid 3-Indoleformic acid in stock Factory Tropisetron Hydrochloride ImpuritⅠ:3-Indoleformic acid Indole-3-carboxylic acid, 99% 1GR INDOLE-3-CARBOXYLIC ACID FOR SYNTHESIS 3-Carboxy-1H-indole Indole-3-carboxylic acid, refined Indole-3-carboxylic acid ReagentPlus(R), 99% β-Indolylcarboxylic acid Indole-3-carboxylic acid Vetec(TM) reagent grade, 98% ICO TIMTEC-BB SBB003952 RARECHEM AL BO 0353 3-INDOLYLCARBOXYLIC ACID 3-INDOLECARBOXYLIC ACID 3-Indoleformic acid Tropisetron impurity B CRS Indole-3-carboxylicAcid> Tropisetron EP Impurity B Tropisetron Impurity 2 (Tropisetron EP Impurity B) Tropisetron hydrochloride EP Impurity B 3-Indolecarboxylic Tropisetron Hydrochloride Impurity B Indol-3-carbonsure 2H5]-Indole-3-carboxylic Acid Indok-3-Carboxylic acid 1H-Indol-3-carboxylic acid 3-indoleic acid Indole-3-Carboxylic Acid 99% For Biochemistry Indole-3-carboxylic acid, 10 mM in DMSO D5-Indole-3-carboxylic Acid 1H-INDOLE-3-CARBOXYLIC ACID 3-CARBOXYINDOLE 771-50-6 C9H6NO2 C9H6O2N Simple Indoles Indoles Heterocyclic Building Blocks Building Blocks Simple Indoles Carboxylic Acids Pyrroles & Indoles Building Blocks Heterocyclic Building Blocks