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
• Article Data: 16

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

General Description

ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE is a chemical compound with the molecular formula C13H13NO3. It is a derivative of isoxazole and carboxylic acid with a phenyl substituent at the 5-position. ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE is commonly used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various pharmaceuticals and agricultural chemicals. It has also been studied for its potential biological activities, including antimicrobial and antifungal properties.ETHYL 5-P-TOLYLISOXAZOLE-3-CARBOXYLATE is a white to off-white powder that is soluble in most organic solvents. It is important to handle this compound with care and follow proper safety protocols when working with it.

Upstream product

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

Downstream Products

• 92289-74-2 5-p-tolyl-isoxazole-3-carboxylic acid hydrazide 
• 640292-02-0 5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde 
• 640292-09-7 2-[hydroxy-(5-p-tolylisoxazol-3-yl)methyl]acrylic acid methyl ester 
• 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 

Relevant articles and documents

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

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.