152213-66-6

Basic information

• Product Name: 1H-Indole-3-aceticacid,6-bromo-(9CI)
• Synonyms: 1H-Indole-3-aceticacid,6-bromo-(9CI);2-(6-broMo-1H-indol-3-yl)acetic acid;(6-broMo-1H-indol-3-yl)acetic acid;6-broMo-1H-indole-3-acetic acid;6-Bromoindole-3-acetic acid
• CAS NO: 152213-66-6
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08002
• Product Categories: INDOLE
• Mol File: 152213-66-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1H-Indole-3-aceticacid,6-bromo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-aceticacid,6-bromo-(9CI)(152213-66-6)
• EPA Substance Registry System: 1H-Indole-3-aceticacid,6-bromo-(9CI)(152213-66-6)

Safety Data

• Hazardous Substances Data: 152213-66-6(Hazardous Substances Data)

Usage

General Description

1H-Indole-3-aceticacid,6-bromo-(9CI) is a chemical compound that belongs to the class of indole-3-acetic acids, which are plant hormones known as auxins. This specific compound is a derivative of indole-3-acetic acid with a bromine atom substituted at the 6-position. It is commonly used in research and experimentation to study the effects of auxins on plant growth and development. Auxins are known to regulate numerous processes in plants including cell elongation, root initiation, and fruit development. Therefore, this compound is of interest in the field of agriculture and horticulture for its potential applications in influencing plant growth and productivity.

Upstream product

• 152213-61-1 2-(6-bromo-1H-indol-3-yl)acetonitrile 
• 778-82-5 ethyl 3-indoleacetate 
• 73857-25-7 dimethyl 2-(1-(methoxycarbonyl)-1H-indole-3-yl)malonate 
• 830-93-3 N-[(5-bromo-1H-indol-3-yl)methyl]-N,N-dimethylamine 
• 10075-50-0 5-bromo-1H-indole 
• 927676-51-5 2-(6-bromo-1H-indol-3-yl)-2-oxoacetic acid 
• 59609-63-1 6-Bromogramine 
• 52415-29-9 6-bromo-1H-indole 

Downstream Products

• 152213-63-3 (6-bromo-1H-indol-3-yl)acetic acid methyl ester 
• 1239701-35-9 C₆₈H₈₄BrN₇O₁₃SSi₂ 

Relevant articles and documents

Formal synthesis of (-)-flustramine B and its absolute configuration assignment by vibrational circular dichroism exciton chirality

Abstract A formal synthesis of the natural product (-)-flustramine B (3) is described, together with an easy and reliable approach for the absolute configuration assignment of a series of (3R,14S)- and (3S,14S)-oxindolylacetylphenyloxazolidinones 4, 6, 13

Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst

Asymmetric dearomatizing fluorocyclization of indole derivatives was investigated using a dicarboxylate phase-transfer catalyst. This reaction proceeds under mild reaction conditions to provide fluoropyrroloindoline derivatives in a highly enantioselective manner. Various substitution patterns on the indole ring are well tolerated. To facilitate the reaction and ensure reproducibility, the addition of water is essential, and its possible role is discussed.

The Fragment-Based Development of a Benzofuran Hit as a New Class of Escherichia coli DsbA Inhibitors

A fragment-based drug discovery approach was taken to target the thiol-disulfide oxidoreductase enzyme DsbA from Escherichia coli (EcDsbA). This enzyme is critical for the correct folding of virulence factors in many pathogenic Gram-negative bacteria, and small molecule inhibitors can potentially be developed as anti-virulence compounds. Biophysical screening of a library of fragments identified several classes of fragments with affinity to EcDsbA. One hit with high mM affinity, 2-(6-bromobenzofuran-3-yl)acetic acid (6), was chemically elaborated at several positions around the scaffold. X-ray crystal structures of the elaborated analogues showed binding in the hydrophobic binding groove adjacent to the catalytic disulfide bond of EcDsbA. Binding affinity was calculated based on NMR studies and compounds 25 and 28 were identified as the highest affinity binders with dissociation constants (KD) of 326 ± 25 and 341 ± 57 μM respectively. This work suggests the potential to develop benzofuran fragments into a novel class of EcDsbA inhibitors.