1609-28-5

Usage

Uses

Used in Organic Synthesis:
2-Propenamide, N-hydroxyis used as a precursor or intermediate for the synthesis of various organic compounds and pharmaceuticals. Its unique structure and reactivity make it a valuable building block in the development of new molecules with potential applications in various industries.
Used in Polymer Production:
2-Propenamide, N-hydroxyis utilized in the production of polymers, where its N-hydroxy functionality can contribute to the formation of specific polymer structures with desired properties. The resulting polymers can be used in a wide range of applications, including materials science, coatings, and adhesives.
Used as a Chemical Reagent:
2-Propenamide, N-hydroxyserves as a chemical reagent in organic synthesis, particularly in reactions involving nucleophilic addition and substitution. Its reactivity allows for the formation of new chemical bonds and the synthesis of complex molecules.
Used in Medicinal Research:
Due to its potential biological activity, 2-Propenamide, N-hydroxymay be used in medicinal research to explore its effects on various biological systems. This could lead to the discovery of new therapeutic agents or the development of novel drug delivery systems.

Upstream product

• 140-88-5 ethyl acrylate 
• 814-68-6 acryloyl chloride 
• 79-37-8 oxalyl dichloride 
• 79-06-1 2-propenamide 

Relevant academic research and scientific papers

Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts

Strained nitroso Diels-Alder bicyclo[2.2.1] or [2.2.2] adducts functionalized with alkene side chains of diverse length undergo a ring-rearrangement metathesis process with external alkenes and Grubbs II or Hoveyda-Grubbs II ruthenium catalysts, under microwave irradiation or classical heating, to deliver cis-fused bicycles of various ring sizes, which contain a N-O bond. These scaffolds are of synthetic relevance for the generation of molecular diversity and to the total synthesis of alkaloids. The observation of unexpected reactions, such as epimerization or one-carbon homologation of the alkene side chain, is also reported.

A Practical Gram-Scale Synthesis of Acrylohydroxamic Acid

Acrylohydroxamic acid, which is a useful monomer for the preparation of polymeric materials, has been prepared in a straightforward, two-step synthesis from readily available starting materials. The key steps are coupling of acrylic acid with O -tetrahydropyranylhydroxyl amine to provide protection of the hydroxylamine functionality, followed by acid cleavage of the protecting group.

Production of hydroxamic acids by immobilized Pseudomonas aeruginosa cells: Kinetic analysis in reverse micelles

Intact cells from Pseudomonas aeruginosa strain L10 containing amidase were used as biocatalysts both free and immobilized in a reverse micellar system. The apparent kinetic constants for the transamidation reaction in hydroxamic acids synthesis, were determined using substrates such as aliphatic, amino acid and aromatic amides and esters, in both media. In reverse micelles, K m values decreased 2-7 fold relatively to the free biocatalyst using as substrates acetamide, acrylamide, propionamide and glycinamide ethyl ester. We have concluded that overall the affinity of the biocatalyst to each substrate increases when reactions are performed in the reversed micellar system as opposed to the buffer system. The immobilized biocatalyst in general, exhibits higher stability and faster rates of reactions at lower substrates concentration relatively to the free form, which is advantageous. Additionally, the immobilization revealed to be suitable for obtaining the highest yields of hydroxamic acids derivatives, in some cases higher than 80%.

Biphenyl hydroxamate inhibitors of matrix metalloproteinases

Compounds of formula STR1 or a pharmaceutically acceptable salt thereof inhibit matrix metalloproteinases and TNFα secretion and are useful in the treatment of inflammatory disease states. Also disclosed are matrix metalloproteinases and TNFα secretion inhibiting compositions and a method for inhibiting matrix metalloproteinases and TNFα secretion.