338744-31-3

Basic information

• Product Name: 2-(5,6-Dichloro-1H-indol-3-yl)propanoic acid
• Synonyms: 2-(5,6-Dichloro-1H-indol-3-yl)propanoic acid
• CAS NO: 338744-31-3
• Molecular Formula: C₁₁H₉Cl₂NO₂
• Molecular Weight: 258.10066
• Mol File: 338744-31-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(5,6-Dichloro-1H-indol-3-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5,6-Dichloro-1H-indol-3-yl)propanoic acid(338744-31-3)
• EPA Substance Registry System: 2-(5,6-Dichloro-1H-indol-3-yl)propanoic acid(338744-31-3)

Safety Data

• Hazardous Substances Data: 338744-31-3(Hazardous Substances Data)

Usage

Derivative of indole

A heterocyclic aromatic organic compound

Contains two chlorine atoms

Chlorine atoms are attached to the indole ring

Has an indole ring

The compound is based on the indole structure

Includes a propanoic acid group

A functional group in the molecule that gives it acidic properties

Used in synthesis of pharmaceuticals and agrochemicals

It serves as a building block for creating more complex molecules

Significant in biological processes and pathways

The presence of indole makes it important for various biological functions

Potential applications in medicinal chemistry

It can be used as a precursor for the synthesis of bioactive compounds

Possesses potential biological activities

It may have effects on biological systems that are worth investigating further as a research and development opportunity.

Upstream product

• 338744-33-5 methyl (+/-)-(5,6-dichloro-1-methoxycarbonyl-3-indolyl)propionate 
• 98640-00-7 2-(5,6-dichloro-1H-indol-3-yl)acetic acid 
• 113537-13-6 methyl 5,6-dichloroindole-3-acetate 
• 338744-32-4 methyl 5,6-dichloro-1-methoxycarbonylindole-3-acetate 

Downstream Products

• 338744-35-7 (+)-1-phenylethyl 2-(5,6-dichloro-3-indolyl)propionate 
• 338744-36-8 (-)-1-phenylethyl 2-(5,6-dichloro-3-indolyl)propionate 

Relevant articles and documents

Synthesis, absolute configuration and biological activity of both enantiomers of 2-(5,6-dichloro-3-indolyl)propionic acid: New dichloroindole auxins

Racemic 2-(5,6-dichloro-3-indolyl)propionic acid (5,6-Cl2-2-IPA) was synthesized from 5,6-dichloroindole-3-acetic acid (5,6-Cl2-IAA) by successive esterification, methoxycarbonylation, methylation, and double hydrolysis. The racemate was converted to the diastereomeric esters of (S)-(-)-1-phenylethyl alcohol. These were separated by HPLC into two optically active diastereomers and then hydrolyzed with p-TsOH to the optically active enantiomers of 5,6-Cl2-Z-IPA. The absolute configurations of both the 5,6-CI2-Z-IPA enantiomers were determined by comparing the 1H-NMR spectra of their diastereomeric (S)-(-)-1-phenylethyl esters with those of the diastereomeric (S)-(-)-1-phenylethyl esters of 2-(3-indolyl)propionic acid (2-IPA) whose absolute configurations are already known. There was no essential difference between (S)-(+)- and (R)-(-)-5,6-Cl2-2-IPA in hypocotyl growth-inhibiting activity toward Chinese cabbage, but their inhibitory activities were stronger than that of the potent mother auxin, 5,6-Cl2-IAA. No essential difference in the coleoptile elongating activity of Avena sativa was apparent for the enantiomers, this activity being about one-third that of 5,6-Cl2-IAA.