138731-14-3

Basic information

• Product Name: 2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID
• Synonyms: 2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID;1a-Ethoxy-1,1-diMethyl-2,8-dioxo-1,1a,2,3,8,8a-hexahydrocyclopropa[b]carbazole-6-carboxylic acid;ethyl 5-dicarboxylic acid-1H-indole-2-carboxylate;1H-Indole-2,5-dicarboxylic acid 2-ethyl ester
• CAS NO: 138731-14-3
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.23
• Mol File: 138731-14-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID(138731-14-3)
• EPA Substance Registry System: 2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID(138731-14-3)

Safety Data

• Hazardous Substances Data: 138731-14-3(Hazardous Substances Data)

Usage

General Description

2-Ethoxycarbonyl-5-indole carboxylic acid is a compound with the molecular formula C14H13NO4. It is a derivative of indole carboxylic acid, a naturally occurring compound found in plant tissues. The ethoxycarbonyl group attached to the indole ring makes this compound an ester. This chemical has potential applications in pharmaceutical research, particularly in the development of new drugs. Its structure and properties make it an interesting candidate for further study in drug discovery and development.

Upstream product

• 79-37-8 oxalyl dichloride 
• 3770-50-1 2-carbethoxyindole 
• 619-67-0 4-Hydrazinobenzoic acid 
• 301222-77-5 ethyl pyruvate 4-carboxyphenylhydrazone 

Downstream Products

• 386253-01-6 1H-Indole-2,5-dicarboxylic Acid 2-ethyl ester 5-pentafluorophenyl ester 
• 857777-00-5 5-ethoxycarbonylamino-indole-2-carboxylic acid-[benzyl-(2,2-diethoxy-ethyl)-amide] 
• 71086-99-2 ethyl 5-amino-1H-indole-2-carboxylate 
• 152213-40-6 5-amino-1H-indole-2-carboxylic acid 
• 127221-02-7 diethyl 1H-indole-2,5-dicarboxylate 
• 117140-77-9 1H-indole-2,5-dicarboxylic acid 

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.

Synthesis of Novel DNA Binding Agents: Indole-Containing Analogues of Bis-Netropsin

Molecular modelling studies showed that indole dicarboxylic acids are potential linkers for the synthesis of bis-netropsin analogues with a good fit to the minor groove of DNA. To test this hypothesis, 2-carboxyindole-6-acetic acid, indole-2,6-dicarboxyli