4-Hydroxyindole

Chemical properties

Off-White Cyrstalline Solid

The Uses of 4-Hydroxyindole

4-Hydroxyindole is a Pindolol (P468000) impurity, which is a mixed adrenergic blocker and serotonin 5HT1A-receptor antagonist.

What are the applications of Application

4-Hydroxyindole is a pindolol impurity

Definition

ChEBI: 4-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole substituted by a hydroxy group at position 4. It is a member of phenols and a member of hydroxyindoles.

What are the applications of Application

4-Hydroxyindole as simple indoles is the important raw material or intermediate in the synthesis of pharmaceutical products and industrial polymers. It effectively inhibits Abeta peptide-induced amyloid fibril formation and prevent cell death induced by the peptide in culture. It is used for the synthesis of anti-inflammatory angular pyrrolocoumarins.

Preparation

Synthesis of 4-hydroxyindole: Using resorcinol as raw material, 4-oxotetrahydrocoumarone carboxylic acid is prepared by isomerization, catalytic hydrogenation, and cyclization with ethyl bromopyruvate. It was added to methanol solution saturated with ammonia, and the reaction was heated in an autoclave to generate 4-oxotetrahydroindole. Finally, 4-hydroxyindole is obtained by dehydrogenation and isomerization.

General Description

Glucouridination of 4-hydroxyindole by human uridine 5′-diphospho-glucuronosyltransferase has been repotrted.