81282-12-4

Usage

Uses

Used in Organic Synthesis:
ETHYL 5-(4-CHLOROPHENYL)ISOXAZOLE-3-CARBOXYLATE is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows for the creation of a wide range of chemical entities, making it a valuable component in the development of new molecules with specific properties.
Used in Pharmaceutical Research:
In the pharmaceutical industry, ETHYL 5-(4-CHLOROPHENYL)ISOXAZOLE-3-CARBOXYLATE is used as a key building block in the design and synthesis of potential drug candidates. Its incorporation into molecular frameworks can lead to the discovery of new therapeutic agents with improved efficacy and selectivity.
Used in Chemical Research:
ETHYL 5-(4-CHLOROPHENYL)ISOXAZOLE-3-CARBOXYLATE is employed as a research tool in chemical studies, where its reactivity and properties are investigated to understand its behavior in various chemical reactions. This knowledge can contribute to the advancement of synthetic methodologies and the development of new chemical processes.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, ETHYL 5-(4-CHLOROPHENYL)ISOXAZOLE-3-CARBOXYLATE is utilized as a structural motif in the design of novel bioactive molecules. Its presence in a molecule can influence pharmacokinetic and pharmacodynamic properties, potentially leading to the creation of more effective and safer drugs.

Upstream product

• 90720-21-1 tert-butyl((1-(4-chlorophenyl)vinyl)oxy)dimethylsilane 
• 65356-49-2 ethyl 4-(4-chlorophenyl)-2-hydroxy-4-oxobut-2-enoate 
• 99-91-2 para-chloroacetophenone 
• 91393-54-3 ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate 
• 145621-94-9 ethyl 5-(4-chlorophenyl)-4,5-dihydroisoxazole-3-carboxylate 
• 5470-11-1 hydroxylamine hydrochloride 
• 39757-35-2 methyl 4-(4-chlorophenyl)-2,4-dioxobutanoate 
• 873-73-4 4-n-chlorophenylacetylene 
• 14337-43-0 ethyl 2-chloro-2-(hydroxyimino)acetate 
• 5814-38-0 ethyl 4-chlorobenzoylpyruvate 

Downstream Products

• 1277240-15-9 C₂₅H₂₈ClN₃O₃ 
• 1277100-07-8 C₂₂H₂₂ClN₃O₃*ClH 
• 1277100-12-5 C₂₅H₂₈ClN₃O₃*ClH 
• 1277100-15-8 C₂₃H₂₄ClN₅O₃*ClH 
• 1277100-19-2 5-(4-chlorophenyl)-3-[(2-nitrophenoxy)methyl]isoxazole 
• 1277100-21-6 2-{[5-(4-chlorophenyl)isoxazol-3-yl]methoxy}aniline 
• 1277100-23-8 N-(2-{[5-(4-chlorophenyl)isoxazol-3-yl]methoxy}phenyl)piperidine-4-carboxamide hydrochloride 
• 1277100-25-0 C₂₅H₂₈ClN₃O₃*ClH 
• 1277100-27-2 C₂₃H₂₄ClN₅O₃*ClH 
• 1277240-06-8 C₂₅H₂₈ClN₃O₃ 
• 81282-13-5 5-(p-chlorophenyl)-3-hydroxymethylisoxazole 
• 343374-64-1 3-chloromethyl-5-(4-chloro-phenyl)-isoxazole 

Relevant academic research and scientific papers

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

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.

Biofilm inhibition and DNA binding studies of isoxazole-triazole conjugates in the development of effective anti-bacterial agents

Isoxazole-triazole conjugates (8a-q) were synthesized using click chemistry approach and their biological activities were explored to develop novel antibacterial agents. In vitro antibacterial screening against Gram-positive as well as Gram-negative bacterial strains identified compounds 8b and 8m with potent inhibitory potential against selective bacterial cells. 8b showed IC50 value of 67.6 μg/mL against P. aeruginosa while 8m exhibited better activity against Gram-positive bacteria S. pneumoniae and E. faecalis having IC50 values 74.13 and 44.7 μg/mL, respectively. Effect on growth kinetics of the bacterial cells as well as cytotoxicity studies on human embryonic kidney cells (HEK293) further supports their biological potential. Compound 8m significantly inhibited biofilm formation of E. coli cells visualized by scanning electron microscopy (SEM) analysis. The interaction of these compounds with ctDNA, as their possible mode of action, was studied using multi-spectroscopic techniques and molecular docking. The data suggested that compound 8m intercalate in the minor groove of DNA.

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

Design, synthesis and structure-based optimization of novel isoxazole-containing benzamide derivatives as FtsZ modulators

Antibiotic resistance among clinically significant bacterial pathogens is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. Utilizing computational docking method and structure-based optimization strategy, we rationally designed and synthesized two series of isoxazol-3-yl- and isoxazol-5-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compounds B14 and B16 that possessed the isoxazol-5-yl group showed strong antibacterial activity against various testing strains, including methicillin-resistant Staphylococcus aureus and penicillin-resistant S. aureus. Further molecular biological studies and docking analyses proved that the compound functioned as an effective inhibitor to alter the dynamics of FtsZ self-polymerization via a stimulatory mechanism, which finally terminated the cell division and caused cell death. Taken together, these results could suggest a promising chemotype for development of new FtsZ-targeting bactericidal agent.

Synthesis and cellular bioactivities of novel isoxazole derivatives incorporating an arylpiperazine moiety as anticancer agents

In our endeavour towards the development of effective anticancer therapeutics, a novel series of isoxazole-piperazine hybrids were synthesized and evaluated for their cytotoxic activities against human liver (Huh7 and Mahlavu) and breast (MCF-7) cancer ce

1,2,3-Triazole-isoxazole based acetylcholinesterase inhibitors: Synthesis, biological evaluation and docking study

In this work, a series of derivatives containing 1,2,3-triazole and isoxazole were synthesized. All of them were evaluated as novel dual AChE inhibitors. Most of synthesized compounds showed moderate to good inhibitory potency toward AChE. Among them, N-(

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

Synthesis and in Vitro Cytotoxic Activity of Novel Triazole-Isoxazole Derivatives

New derivatives of triazole-isoxazole were synthesized through a four-step reaction starting from various ethyl 4-aryl-2,4-dioxobutanoate derivatives. Finally, all compounds were examined by MTT assays for cytotoxic activity in two human breast cancer cell lines (MCF-7 and T-47D).