89245-41-0

Basic information

• Product Name: 1H-Indole-3-aceticacid,4-bromo-(9CI)
• Synonyms: 1H-Indole-3-aceticacid,4-bromo-(9CI);2-(4-bromo-1H-indol-3-yl)acetic acid;1H-Indole-3-acetic acid, 4-broMo-;4-broMo-1H-indole-3-acetic acid;4-Bromo-3-indoleacetic acid;(4-Bromo-1H-indol-3-yl)-acetic acid
• CAS NO: 89245-41-0
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.09
• Product Categories: INDOLE
• Mol File: 89245-41-0.mol

Chemical Properties

• Melting Point: 185-187℃ (DEC.)
• Appearance: /
• Density: 1.746
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1H-Indole-3-aceticacid,4-bromo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-aceticacid,4-bromo-(9CI)(89245-41-0)
• EPA Substance Registry System: 1H-Indole-3-aceticacid,4-bromo-(9CI)(89245-41-0)

Safety Data

• Hazardous Substances Data: 89245-41-0(Hazardous Substances Data)

Usage

Uses

Used in Biochemical Research:
1H-Indole-3-aceticacid,4-bromo-(9CI) is used as a research compound for studying its potential applications in plant growth regulation and the development of new plant growth regulators. Its unique structure with a bromine atom and carboxylic acid group allows for investigation into its interactions with biological systems.
Used in Pharmaceutical Research:
1H-Indole-3-aceticacid,4-bromo-(9CI) is used as a starting material for the synthesis of other biologically active compounds. Its presence in the indoleacetic acid class suggests potential applications in medicine, where it may contribute to the discovery and development of new drugs.
Used in Drug Discovery and Development:
1H-Indole-3-aceticacid,4-bromo-(9CI) is used as a pharmaceutical intermediate in drug discovery and development. Its unique chemical properties and potential biological activity make it a promising candidate for further exploration in the creation of novel therapeutic agents.

Upstream product

• 65018-18-0 1,3-diacetyl-4-bromoindole 
• 101909-43-7 4-bromo-1H-indole-3-carboxylic acid methyl ester 
• 101909-45-9 4-bromo-1-methoxycarbonylindole 
• 89245-40-9 1-methoxycarbonyl-4-nitro-3-indoleacetonitrile 
• 89245-39-6 4-amino-1-methoxycarbonyl-3-indoleacetonitrile 
• 7150-46-1 4-nitrogramine 
• 4770-06-3 4-nitroindole-3-acetonitrile 
• 64258-88-4 1-(4-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 942-24-5 3-methoxycarbonylindole 
• 4769-97-5 4-nitro-1H-indoIe 
• 52488-36-5 4-bromo-1H-indole 
• 89434-01-5 4-bromo-1-methoxycarbonyl-3-indoleacetonitrile 
• 89245-35-2 2-(4-bromo-1H-indol-3-yl)acetonitrile 

Downstream Products

• 1370699-77-6 4-bromoindole-3-acetaldehyde 
• 202753-56-8 2-(1H-4-bromoindol-3-yl)-ethanol 
• 1273006-13-5 (S)-1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-ol 
• 1273006-07-7 (R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-ol 
• 1273005-95-0 1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-one 
• 1273005-81-4 S-ethyl 2-(4-bromo-1-tosyl-1H-indol-3-yl)ethanethioate 
• 89245-37-4 methyl (4-bromo-1H-indole-3-yl)acetate 

Relevant articles and documents

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.

A substituted indole -3 - acetic acid synthesis method (by machine translation)

The present invention provides a substituted indole - 3 - acetic acid synthesis method, comprises the following steps: (1) in order to replace the indole as the starting material, with the acylation reagent under the action of catalyst through the tutor - acylation to obtain the 1, 3 - diacetyl substituted indole; (2) intermediate 1, 3 - diacetyl substituted indole does not need refining, directly with the morpholine and sulfur by the Willgerodt - Kindler rearrangement reaction, the inorganic under the catalysis of alkali hydrolysis, acidified to obtain substituted indole - 3 - acetic acid. (by machine translation)

Enantioselective total synthesis of (+)-lysergic acid, (+)-lysergol, and (+)-isolysergol by palladium-catalyzed domino cyclization of allenes bearing amino and bromoindolyl groups

Enantioselective total synthesis of the biologically important indole alkaloids (+)-lysergol, (+)-isolysergol, and (+)-lysergic acid is described. Key features of these total synthesis include (1) a facile synthesis of a chiral 1,3-amino alcohol via the Pd(0)- and In(I)-mediated reductive coupling reaction between l-serine-derived 2-ethynylaziridine and formaldehyde; (2) the Cr(II)/Ni(0)-mediated Nozaki-Hiyama-Kishi (NHK) reaction of an indole-3-acetaldehyde with iodoalkyne; and (3) Pd(0)-catalyzed domino cyclization of an allene bearing amino and bromoindolyl groups. This domino cyclization enabled direct construction of the C/D ring system of the ergot alkaloids skeleton, as well as the creation of the C5 stereogenic center with transfer of the allenic axial chirality to the central chirality.