88958-15-0

Basic information

• Product Name: ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE
• Synonyms: AKOS PAO-1399;ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE
• CAS NO: 88958-15-0
• Molecular Formula: C₁₃H₁₃NO₃
• Molecular Weight: 231.25
• Mol File: 88958-15-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE(88958-15-0)
• EPA Substance Registry System: ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE(88958-15-0)

Safety Data

• Hazardous Substances Data: 88958-15-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE is used as a key building block for the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable component in the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE serves as a fundamental component in the creation of agricultural chemicals. Its incorporation aids in the development of products designed to protect crops and enhance agricultural productivity.
Used in Research and Development:
ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE is utilized in research settings for studying its potential biological activities, such as antimicrobial and antifungal properties. This exploration can lead to the discovery of new applications in medicine and other fields.
It is crucial to handle ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE with care and adhere to proper safety protocols during its use in any application to ensure the safety of both individuals and the environment.

Upstream product

• 5814-37-9 ethyl-4-(4-methylphenyl)-2,4-dioxobutyrate 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 80676-77-3 1-(1-t-butyldimethylsiloxyethenyl)-4-methylbenzene 
• 626-35-7 nitroacetic acid ethyl ester 
• 60655-80-3 (E)-4-methylstyrenyl bromide 
• 623-33-6 glycine ethyl ester hydrochloride 
• 766-97-2 4-n-methylphenylacetylene 
• 122-00-9 para-methylacetophenone 
• 113503-90-5 2-hydroxy-4-oxo-4-p-tolylbut-2-enoic acid ethyl ester 
• 97023-67-1 ethyl 2-(4-methylphenyl)cyclopropane-1-carboxylate 
• 145622-07-7 ethyl 5-(p-tolyl)-4,5-dihydroisoxazole-3-carboxylate 

Downstream Products

• 92289-74-2 5-p-tolyl-isoxazole-3-carboxylic acid hydrazide 
• 33282-21-2 5-(4-methylphenyl)isoxazole-3-carboxylic acid 
• 1314023-93-2 5-p-tolyl-N-(3-phenylpropyl)isoxazole-3-carboxamide 
• 1314023-99-8 N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-p-tolyl-isoxazole-3-carboxamide 
• 640292-09-7 2-[hydroxy-(5-p-tolylisoxazol-3-yl)methyl]acrylic acid methyl ester 
• 640292-02-0 5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde 

Relevant articles and documents

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.

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.

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-

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.

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-(