5198-52-7

Usage

Chemical structure

A complex organic compound with a benzoxanthene core, a propylurea chain, and a hydroxylated tetrahydro-2H-pyran-2-yloxy substituent.

Functional groups

Contains hydroxyl, methyl, and imino groups, which contribute to its chemical reactivity and potential applications.

Hydroxyl groups

Presence of multiple hydroxyl (-OH) groups, which can form hydrogen bonds and participate in various chemical reactions.

Methyl groups

Contains methyl (-CH3) groups, which can influence the compound's steric properties and lipophilicity.

Imino group

The presence of an imino (-NH-) group, which can act as a hydrogen bond acceptor and participate in reactions such as tautomerism.

Benzoxanthene core

The central structure of the compound, which provides a rigid and planar framework for the molecule.

Propylurea chain

A three-carbon alkyl chain connected to a urea group, which can influence the compound's solubility and reactivity.

Hydroxylated tetrahydro-2H-pyran-2-yloxy substituent

A cyclic ether group with hydroxyl substituents, which can contribute to the compound's polarity and hydrogen bonding capacity.

Potential applications

The compound's properties and potential applications would require further investigation and analysis, as it is a complex and novel structure.

Further research

Due to the intricate nature of the compound, additional studies would be necessary to fully understand its properties, reactivity, and potential uses in various fields such as pharmaceuticals, materials science, or chemical synthesis.

Upstream product

• 96-49-1 [1,3]-dioxolan-2-one 
• 100-01-6 4-nitro-aniline 
• 60480-06-0 1-chloro-2-(4-nitro-phenylcarbamoyloxy)-ethane 
• 497-25-6 dimethylenecyclourethane 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 18437-63-3 tert-butyl N-(4-nitrophenyl)carbamate 
• 1965-54-4 N-(2-hydroxyethyl)-4-nitroaniline 
• 124-38-9 carbon dioxide 
• 107-06-2 1,2-dichloro-ethane 
• 75-21-8 oxirane 
• 2621-73-0 ethyl 4-nitrophenylcarbamate 

Downstream Products

• 1965-63-5 3-(4-nitrophenylamino)propionitrile 
• 863453-76-3 (4-nitrophenyl)-(2-pyrrolidin-1-ylethyl)amine 
• 22036-26-6 3-(4-aminophenyl)-1,3-oxazolidin-2-one 
• 20403-78-5 2-methyl-3-oxo-cyclopentanecarboxylic acid 4-(2-oxo-oxazolidin-3-yl)-anilide 
• 22036-37-9 3-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-oxazolidin-2-one 
• 22036-36-8 3-{4-[bis-(2-hydroxy-ethyl)-amino]-phenyl}-oxazolidin-2-one 
• 20403-48-9 N-[4-(2-oxo-oxazolidin-3-yl)-phenyl]-phthalimide 
• 20403-77-4 [4-(2-oxo-oxazolidin-3-yl)-phenyl]-carbamic acid 2-chloro-ethyl ester 
• 20406-71-7 3-[4-(2,2-dichloro-acetylamino)-phenyl]-oxazolidin-2-one 
• 20406-73-9 [4-(2-oxo-oxazolidin-3-yl)-phenyl]-carbamic acid ethyl ester 
• 20406-72-8 3-[4-(2-chloro-acetylamino)-phenyl]-oxazolidin-2-one 

Relevant academic research and scientific papers

Method for synthesizing N - aryl oxazolidine -2 - ketone compound by ionic liquid catalysis

The invention discloses a method for catalytic synthesis of a N-aryloxazolane-2-one compound or a chiral N-aryloxazolane-2-one compound from an ionic liquid. The process of the preparation method is as follows: a catalytic amount of ionic liquid is added

Synthesis of Oxazolidinones and Derivatives through Three-Component Fixation of Carbon Dioxide

An effective three-component fixation of atmospheric CO2 with readily available 1,2-dichloroethane and aromatic amine toward oxazolidinones catalyzed by in situ NHC was developed. The reaction occurred in good to excellent yields with good gene

Synthesis of N-aryl-2-oxazolidinones from cyclic carbonates and aromatic amines catalyzed by bio-catalyst

A convenient and effective method of synthesizing 3-aryl-2-oxazolidinones from cyclic carbonates and aryl amines catalyzed by bio-catalyst adenine in the presence of Et3N under solvent-free conditions is described. The protocol is suitable for the wide scope of substrates, e.g. cyclic carbonates with or without substitutes, and aryl amines with either electron-withdrawing or electron-donating group. The products were obtained in good to excellent yields under the optimal conditions, even in steric hindered cases. The effect of reaction time, temperature, loading of catalyst, and amount of starting materials in the reaction were investigated, and the reaction mechanism is discussed.

A straightforward one-pot synthesis of bioactive: N -aryl oxazolidin-2-ones via a highly efficient Fe3O4@SiO2-supported acetate-based butylimidazolium ionic liquid nanocatalyst under metal- and solvent-free conditions

In the present study, we report the fabrication and characterization of novel acetate-based butylimidazolium ionic liquid immobilized silica-coated magnetic nanoparticles (IL-OAc@FSMNP). The synthesized nanocomposite proves its supremacy as an environmentally benign catalyst in the reaction of aniline and its derivatives with ethylene carbonate to form bioactive N-aryl oxazolidin-2-ones under metal-, ligand-, and solvent-free conditions. The catalyst offers excellent assemblies of hydrogen-bond donors and acceptors, which activate the substrates, thereby delivering good-to-excellent product yields with a conversion and selectivity of more than 99%. Additionally, mild reaction conditions, wide substrate scope, effortless catalytic recovery and recyclability of the catalyst up to eight consecutive cycles offer the potential for scale-up in various pharmaceutical applications.

New N-phenyl-4,5-dibromopyrrolamides and N-Phenylindolamides as ATPase inhibitors of DNA gyrase

Following the withdrawal of novobiocin, the introduction of a new ATPase inhibitor of DNA gyrase to the clinic would add the first representative of this mechanistic class to the antibacterial pipeline. This would be of great importance because of the well-known problems associated with antibacterial resistance. Using structure-based design and starting from the recently determined crystal structure of the N-phenyl-4,5-dibromopyrrolamide inhibitor-DNA gyrase B complex, we have prepared 28 new N-phenyl-4,5-dibromopyrrolamides and N-phenylindolamides and evaluated them against DNA gyrase from Escherichia coli. The most potent compound was 2-((4-(4,5-dibromo-1H-pyrrole-2-carboxamido)phenyl)amino)-2-oxoacetic acid (9a), with an IC50 of 0.18 μM against E. coli gyrase. A selected set of compounds was evaluated against DNA gyrase from Staphylococcus aureus and against topoisomerase IV from E. coli and S. aureus, but the activities were weaker. The binding affinity of 2-((4-(4,5-dibromo-1H-pyrrole-2-carboxamido)phenyl)amino)-2-oxoacetic acid (9a) to E. coli gyrase was studied using surface plasmon resonance. In the design of the present series, the focus was on the optimisation of biological activities of compounds - especially by varying their size, the position and orientation of key functional groups, and their acid-base properties. The structure-activity relationship (SAR) was examined and the results were rationalised with molecular docking.

Selective Synthesis of 5-Substituted N-Aryloxazolidinones by Cycloaddition Reaction of Epoxides with Arylcarbamates Catalyzed by the Ionic Liquid BmimOAc

A selective procedure for the synthesis of 5-substituted N-aryloxazolidinones by the coupling of epoxides with arylcarbamates catalyzed by ionic liquids has been developed. The effects of reaction time, reactant molar ratio, amount of catalyst, and temper

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

Dual Bronsted acid/nucleophilic activation of carbonylimidazole derivatives

Carbonylimidazole derivatives have been found to be highly active acylation reagents for esterification and amidation in the presence of pyridinium salts. These reactions are thought to involve both Bronsted acid and nucleophilic catalysis. This mode of activation has been applied to the synthesis of difficult to access oxazolidinones, as well as esters and amides. Finally, the use of pyridinium salts has been shown to accelerate the esterification of carboxylic acids with imidazole carbamates.

Novel syntheses of N-aryloxazolidin-2-ones via tandem reactions of vinyl sulfonium salts

An unprecedented and efficient domino reaction of diphenyl vinyl sulfonium salt with carbamates leading to the syntheses of N-aryloxazolidin-2-ones has been developed. The scope of this transformation has been studied and a plausible mechanism has been pr

CuO nanoparticles catalyzed C-N, C-O, and C-S cross-coupling reactions: Scope and mechanism

CuO nanoparticles have been studied for C-N, C-O, and C-S bond formations via cross-coupling reactions of nitrogen, oxygen, and sulfur nucleophiles with aryl halides. Amides, amines, imidazoles, phenols, alcohols and thiols undergo reactions with aryl iodides in the presence of a base such as KOH, Cs 2CO3, and K2CO3 at moderate temperature. The procedure is simple, general, ligand-free, and efficient to afford the cross-coupled products in high yield.