71982-15-5

Basic information

• Product Name: 5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID
• Synonyms: 1H-INDOLE-3-CARBOXYLIC ACID,5-HYDROXY-2-METHYL-
• CAS NO: 71982-15-5
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Mol File: 71982-15-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID(71982-15-5)
• EPA Substance Registry System: 5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID(71982-15-5)

Safety Data

• Hazardous Substances Data: 71982-15-5(Hazardous Substances Data)

Usage

General Description

5-Hydroxy-2-methyl-1H-indole-3-carboxylic acid is a chemical compound that belongs to the class of indole carboxylic acids. It is a derivative of the amino acid tryptophan and is a key intermediate in the biosynthesis of the neurotransmitter serotonin. 5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID has been studied for its potential pharmaceutical applications, particularly in the development of drugs targeting the serotonin system for the treatment of conditions such as depression, anxiety, and migraine. Its chemical structure and interaction with serotonin receptors make it a promising candidate for drug development, and further research is being conducted to explore its therapeutic potential.

Upstream product

• 7598-91-6 ethyl 5-hydroxy-2-methylindole-3-carboxylate 

Downstream Products

• 103-50-4 dibenzyl ether 

Relevant articles and documents

5-Hydroxyindole-2-carboxylic acid amides: Novel histamine-3 receptor inverse agonists for the treatment of obesity

Obesity is a major risk factor in the development of conditions such as hypertension, hyperglycemia, dyslipidemia, coronary artery disease, and cancer. Several pieces of evidence across different species, including primates, underscore the implication of the histamine 3 receptor (H3R) in the regulation of food intake and body weight and the potential therapeutic effect of H3R inverse agonists. A pharmacophore model, based on public information and validated by previous investigations, was used to design several potential scaffolds. Out of these scaffolds, the 5-hydroxyindole-2-carboxylic acid amide appeared to be of great potential as a novel series of H3R inverse agonist. Extensive structure-activity relationships revealed the interconnectivity of microsomal clearance and hERG (human ether-a-go-go-related gene) affinity with lipophilicity, artificial membrane permeation, and basicity. This effort led to the identification of compounds reversing the (R)-R-methylhistamine-induced water intake increase in Wistar rats and, further, reducing food intake in diet-induced obese Sprague-Dawley rats. Of these, the biochemical, pharmacokinetic, and pharmacodynamic characteristics of (4,4-difluoropiperidin- 1-yl)[1-isopropyl-5-(1-isopropylpiperidin-4-yloxy)-1H-indol-2-yl]-methanone 36 are detailed.