54904-12-0

Basic information

• Product Name: ethyl 5-chloro-3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate
• CAS NO: 54904-12-0
• Molecular Formula: C₁₆H₁₈ClNO₄
• Molecular Weight: 323.7714
• Mol File: 54904-12-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 484.5°C at 760 mmHg
• Flash Point: 246.8°C
• Density: 1.274g/cm³
• Vapor Pressure: 1.53E-09mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: ethyl 5-chloro-3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-chloro-3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate(54904-12-0)
• EPA Substance Registry System: ethyl 5-chloro-3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate(54904-12-0)

Safety Data

• Hazardous Substances Data: 54904-12-0(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 106-47-8 4-chloro-aniline 
• 54904-05-1 5-(2-(4-chlorophenyl)hydrazono)-6-ethoxy-6-oxohexanoic acid 

Downstream Products

• 80452-54-6 methyl 4-(2-amino-5-chlorophenyl)-4-oxobutyrate 
• 80452-55-7 7-chloro-1,3,4,5-tetrahydro-2H-1-benzazepine-2,5-dione 
• 54904-22-2 3-(5-chloro-3-1H-indolyl)propanoic acid 
• 80452-53-5 ethyl 4-(5-chloro-2-ethoxalylaminophenyl)-4-oxobutyrate 

Relevant articles and documents

Dual-Acting Small-Molecule Inhibitors Targeting Mycobacterial DNA Replication

Mycobacterium tuberculosis (Mtb) is a pathogenic bacterium and a causative agent of tuberculosis (TB), a disease that kills more than 1.5 million people worldwide annually. One of the main reasons for this high mortality rate is the evolution of new Mtb strains that are resistant to available antibiotics. Therefore, new therapeutics for TB are in constant demand. Here, we report the development of small-molecule inhibitors that target two DNA replication enzymes of Mtb, namely DnaG primase and DNA gyrase (Gyr), which share a conserved TOPRIM fold near the inhibitors’ binding site. The molecules were developed on the basis of previously reported inhibitors for T7 DNA primase that bind near the TOPRIM fold. To improve the physicochemical properties of the molecules as well as their inhibitory effect on primase and gyrase, 49 novel compounds have been synthesized as potential drug candidates in three stages of optimization. The last stage of chemical optimization yielded two novel inhibitors for both Mtb DnaG and Gyr that also showed inhibitory activity toward the fast-growing non-pathogenic model Mycobacterium smegmatis (Msmg).

Design and synthesis of novel inhibitors of human kynurenine aminotransferase-I

Herein we report 6-ethoxy-6-oxo-5-(2-phenylhydrazono) hexanoic acid and 3-(2-carboxyethyl)-1Hindole-2-carboxylic acid derivatives as synthetically accessible leads for human kynurenine aminotransferase-I (KAT-I) inhibitors. In total, 12 compounds were synthesized and their biological activities were determined using the HPLC-UV based KAT-I inhibition assay. Of the 12 compounds synthesized, 10 were found to inhibit human KAT-I and the most active compound was found to be 5-(2-(4-chlorophenyl) hydrazono)-6-ethoxy-6-oxohexanoic acid (9a) with an IC50 of 19.8 lM.

3-(2-Carboxyindol-3-yl)propionic Acid-Based Antagonists of the N-Methyl-D-aspartic Acid Receptor Associated Glycine Binding Site

A series of substituted 3-(2-carboxyindol-3-yl)propionic acids was synthesized and tested as antagonists for the strychnine-insensitive glycine binding site of the NMDA receptor.Chlorine, and other small electron-withdrawing substituents in the 4- and 6-p