33277-15-5

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 5-(4-BROMOPHENYL)ISOXAZOLE-3-CARBOXYLATE is used as an intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs. Its unique chemical structure allows it to be a key component in creating various medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 5-(4-BROMOPHENYL)ISOXAZOLE-3-CARBOXYLATE is utilized as an intermediate in the production of agrochemicals. Its properties make it suitable for the synthesis of compounds that can be used in pest control and crop protection, contributing to enhanced agricultural productivity.
Used as a Research Compound:
ETHYL 5-(4-BROMOPHENYL)ISOXAZOLE-3-CARBOXYLATE is also used in research laboratories for the study of isoxazole chemistry and its potential applications in various fields. Researchers explore its reactivity, stability, and interactions with other compounds to discover new uses and improve existing ones.

Upstream product

• 40155-54-2 ethyl 4-(4-bromophenyl)-2,4-dioxobutanoate 
• 626-35-7 nitroacetic acid ethyl ester 
• 115665-68-4 (E)-1-bromo-4-(2-bromovinyl)benzene 
• 106-38-7 para-bromotoluene 
• 623-33-6 glycine ethyl ester hydrochloride 
• 99-90-1 para-bromoacetophenone 
• 1221821-65-3 2-hydroxy-4-oxo-4-p-bromophenylbut-2-enoic acid ethyl ester 
• 1221821-76-6 ethyl 5-(4-bromophenyl)-3-hydroxy-2,3-dihydro-3-isoxazolecarboxylate 
• 1221821-71-1 ethyl 5-(4-bromophenyl)-5-hydroxy-4,5-dihydro-3-isoxazolecarboxylate 
• 151646-30-9 ethyl 4-(4-bromophenyl)-4-hydroxy-2-oxobut-3-enoate 
• 14337-43-0 ethyl 2-chloro-2-(hydroxyimino)acetate 

Downstream Products

• 33282-23-4 5-(4-bromo-phenyl)-isoxazole-3-carboxylic acid 
• 72571-05-2 ethyl 5-(4-bromophenyl)oxazole-2-carboxylate 
• 1056456-32-6 5-(4-bromophenyl)-N-methylisoxazole-3-carboxamide 

Relevant academic research and scientific papers

Mechanochemistry Enabled Construction of Isoxazole Skeleton via CuO Nanoparticles Catalyzed Intermolecular Dehydrohalogenative Annulation

A dehydrohalogenative approach for isoxazole annulation by partnering β-vinyl halides and α-nitrocarbonyls under mechanochemical setting was accomplished. This chemistry is operative under the cooperative catalysis of cupric oxide nanoparticles (50 nm) a

Synthesis of isoxazoles via cyclization of β-fluoro enones with sodium azide

A practical method for the synthesis of 3,5-disubstituted isoxazoles via cyclization of β-fluoro enones with sodium azide was disclosed. Density functional theory (DFT) calculation indicated that both (1) the azirine formation followed by intramolecular rearrangement and (2) direct enolate O-attack via 5-exo-trig cyclization of vinyl azide were possible for the isoxazole formation.

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer's agents

The complex pathophysiology of Alzheimer's disease (AD) has prompted researchers to develop multitarget-directed molecules to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-ca

Design and synthesis of novel 5-arylisoxazole-1,3,4-thiadiazole hybrids as α-glucosidase inhibitors

Background: α-Glucosidase inhibitors have occupied a significant position in the treatment of type 2 diabetes. In this respect, the development of novel and efficient non-sugar-based inhibitors is in high demand. Objective: Design and synthesis of new 5-arylisoxazole-1,3,4-thiadiazole hybrids possessing α-glucosidase inhibitory activity were developed. Methods: Different derivatives were synthesized by the reaction of various 5-arylisoxazole-3-carboxylic acids and ethyl 2-((5-amino-1,3,4-thiadiazol-2-yl)thio)acetate. Finally, they were evalu-ated for their α-glucosidase inhibitory activity. Results: It was found that ethyl 2-((5-(5-(2-chlorophenyl)isoxazole-3-carboxamido)-1,3,4-thiadiazol-2-yl)thio)acetate (5j) was the most potent compound (IC50 = 180.1 μM) compared with acarbose as the reference drug (IC50 = 750.0 μM). Also, the kinetic study of 5j revealed a competitive inhibition and docking study results indicated desired interactions of that compound with amino acid residues located close to the active site of α-glucosidase. Conclusion: Good α-glucosidase inhibitory activity obtained by the title compounds introduced them as an efficient scaffold, which merits to be considered in anti-diabetic drug discovery developments.

Oxidize Amines to Nitrile Oxides: One Type of Amine Oxidation and Its Application to Directly Construct Isoxazoles and Isoxazolines

A facile oxidative heterocyclization of commercially available amines and tert-butyl nitrite with alkynes or alkenes leading to isoxazoles or isoxazolines is described. The unprecedented strategy of the oxidation of an amine directly to a nitrile oxide was used in this cyclization process. This reaction is highly efficient, regiospecific, operationally simple, mild, and tolerant of a variety of functional groups. Control experiments support a nitrile oxide intermediate mechanism for this novel class of oxidative cyclization reactions. Moreover, synthetic applications toward bioactive molecular skeletons and the late-stage modification of drugs were realized.

Development of a continuous flow photoisomerization reaction converting isoxazoles into diverse oxazole products

A continuous flow process is presented, which directly converts isoxazoles into their oxazole counterparts via a photochemical transposition reaction. This results in the first reported exploitation of this transformation to establish its scope and synthe

Design and Synthesis of Novel Arylisoxazole-Chromenone Carboxamides: Investigation of Biological Activities Associated with Alzheimer's Disease

A novel series of hybrid arylisoxazole-chromenone carboxamides were designed, synthesized, and evaluated for their cholinesterase (ChE) inhibitory activity based on the modified Ellman's method. Among synthesized compounds, 5-(3-nitrophenyl)-N-{4-[(2-oxo-

Design and Synthesis of Selective Acetylcholinesterase Inhibitors: Arylisoxazole-Phenylpiperazine Derivatives

In this work, a novel series of arylisoxazole-phenylpiperazines were designed, synthesized, and evaluated toward acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Our results revealed that [5-(2-chlorophenyl)-1,2-oxazol-3-yl](4-phenylpiperazin

Novel indole-isoxazole hybrids: Synthesis and in vitro anti-cholinesterase activity

Background: This work reports synthesis and in vitro cholinesterase inhibitory activity of novel indole-isoxazole hybrids. Method: The synthetic procedure was started from different ethyl 5-Arylisoxazole-3-carboxylate derivatives. Hydrolysis and reaction

Design, synthesis and biological evaluation of potent FAAH inhibitors

A new series of 3-carboxamido-5-aryl-isoxazoles was designed, synthesized and evaluated for their biological activity. Different pharmacomodulations have been explored and the lipophilicity of these compounds was assessed. Investigation of the in vitro bi