16168-92-6

Usage

Derivative of pyrrole

1H-Pyrrole-2-carboxaldehyde, 4-acetyl- (9CI) is derived from pyrrole, which is a five-membered aromatic ring with four carbon atoms and one nitrogen atom.

Structure

The structure of 1H-Pyrrole-2-carboxaldehyde, 4-acetyl(9CI) contains a pyrrole ring with a carboxaldehyde and an acetyl group attached.

Use in organic synthesis

1H-Pyrrole-2-carboxaldehyde, 4-acetyl- (9CI) is commonly used as a reagent in organic synthesis for the manufacture of various pharmaceuticals, agrochemicals, and fine chemicals.

Biological and pharmacological activities

1H-Pyrrole-2-carboxaldehyde, 4-acetyl(9CI) has been studied for its potential biological and pharmacological activities, including anti-inflammatory and anti-cancer properties.

Building block for heterocyclic compounds

1H-Pyrrole-2-carboxaldehyde, 4-acetyl- (9CI) is also used as a building block for the synthesis of heterocyclic compounds, which are organic compounds containing a ring of atoms with at least one non-carbon atom.

Flavor and fragrance ingredient

1H-Pyrrole-2-carboxaldehyde, 4-acetyl(9CI) is also used as a flavor and fragrance ingredient in the food and cosmetic industries.

Upstream product

• 75866-92-1 N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride 
• 75-36-5 acetyl chloride 
• 1003-29-8 2-pyrrole aldehyde 
• 108-24-7 acetic anhydride 

Downstream Products

• 1072-82-8 3-acetylpyrrole 
• 1338832-15-7 4-acetyl-1-[(E)-cinnamyl]pyrrole-2-carbaldehyde 

Relevant academic research and scientific papers

Preparation method and purpose of pyrrolone BRD4 protein inhibitor

The invention relates to the field of medicinal chemistry, in particular to pyrrolone derivatives, a preparation method of the pyrrolone derivatives, a pharmaceutical composition containing the compounds and medical purposes of the pharmaceutical composition, particularly an antitumor purpose of the pharmaceutical composition as a BRD4 protein inhibitor.

The synthesis, characterization and optical properties of novel 2-Acyl 6-Arylindolizines

A series of novel 2-Acyl-6-Aryl substituted indolizine derivatives was synthesized by a novel tandem reaction between 4-Acyl-pyrrole-2-carbaldehyde derivatives and ethyl 4-bromo-3-Arylbut-2-enoate under mild conditions. The compounds were characterized using IR, 1H NMR 13C NMR and HRMS. The crystal structure of 7a was determined using single crystal X-ray crystallography. The absorption results showed that compounds 7a-e presented their absorption maxima at ca. 270 nm, while compounds 7f and 7g with a larger conjugation system exhibited red-shifted absorption character (ca. 280 nm). Fluorescence spectra revealed that these compounds exhibited blue fluorescence (434-456 nm) in dilute solutions and showed quantum yields of fluorescence between 0.02 and 0.39 in dichloromethane.

Pyrrole chemistry. XXII. A "one-pot" synthesis of some 4-acylpyrrole-2-carboxaldehydes from pyrrole

The Vilsmeier-Haack intermediates formed from pyrrole and from 1-methylpyrrole may be acylated under normal Friedel-Crafts conditions.Hydrolytic work-up then gives 4-acylpyrrole-2-carboxaldehydes in good yield.The methoxide/methanol treatment of the 4-trichloroacetylated intermediate leads to methyl 2-formylpyrrole-4-carboxylate.These are all "one-pot" syntheses from pyrrole.The formyl group has been removed from several of the products thus affording some 3-acylpyrroles in two operations.