438565-33-4

Usage

Uses

Used in Pharmaceutical Research:
[3-(2-CHLORO-PHENYL)-ISOXAZOL-5-YL]-METHANOL is used as a building block in pharmaceutical research for the synthesis of biologically active compounds. Its unique structure and chemical properties make it a promising candidate for the development of new pharmaceuticals with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, [3-(2-CHLORO-PHENYL)-ISOXAZOL-5-YL]-METHANOL is used as a key intermediate in the synthesis of agrochemicals. Its chemical properties allow for the development of new compounds with potential applications in crop protection and pest control.
Used in Materials Science:
[3-(2-CHLORO-PHENYL)-ISOXAZOL-5-YL]-METHANOL is utilized in materials science for the development of new materials with specific properties. Its unique structure and reactivity make it a valuable component in the synthesis of advanced materials for various applications, such as sensors, catalysts, and other specialized materials.
Used in Organic Synthesis:
As an organic compound, [3-(2-CHLORO-PHENYL)-ISOXAZOL-5-YL]-METHANOL is used in organic synthesis for the preparation of a wide range of chemical entities. Its versatility and reactivity make it a valuable tool for chemists in the synthesis of complex organic molecules for various applications.

InChI:InChI=1/C10H8ClNO2/c11-9-4-2-1-3-8(9)10-5-7(6-13)14-12-10/h1-5,13H,6H2

Upstream product

• 107-19-7 propargyl alcohol 
• 29568-74-9 2-chloro-N-hydroxybenzimidoyl chloride 
• 3717-26-8 (E)-2-chlorobenzaldehyde oxime 
• 1193-96-0 (E)-pyridin-2-aldoxime 
• 3717-28-0 2-chloro benzaldehyde oxime 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 338982-12-0 3-(2-chlorophenyl)-5-isoxazolylcarboxylic acid 
• 1570098-91-7 ferrocenecarboxylic acid ([3-(2-chlorophenyl)isoxazol-5-yl]methoxy)ester 
• 1240190-12-8 N-[(3-o-chlorophenylisoxazol-5-yl)-methyl]-(R)-2-methoxycarbonylmethylhexanamide 
• 1240190-04-8 N-[(3-o-chlorophenylisoxazol-5-yl)-methyl]-(R)-2-tert-butoxycarbonylmethylhexanamide 
• 1240190-28-6 1-[3-(o-chlorophenyl)isoxazol-5-yl]-3-methylbutan-1-amine 
• 1240190-38-8 (2R)-2-butyl-N₄-hydroxy-N₁-[1-[3-(o-chlorophenyl)isoxazol-5-yl]-3-methyl]butylsuccinamide 
• 1240190-34-4 N-[1-[3-(o-chlorophenyl)isoxazol-5-yl]-3-methyl]butyl-(2R)-2-methoxycarbonylmethylhexanamide 
• 1240190-31-1 N-[1-[3-(o-chlorophenyl)isoxazol-5-yl]-3-methyl]butyl-(2R)-2-tert-butoxycarbonylmethylhexanamide 

Relevant academic research and scientific papers

Soluble polymer-supported synthesis of isoxazoles

The first soluble polymer-supported synthesis of isoxazoles through a 1,3-dipolar cycloaddition is described. A soluble polymer-supported alkyne reacts with nitrile oxides generated in situ to give isoxazoles in good yield.

Ultrasonic-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles via various terminal acetylenes and azide and their quorum sensing inhibition

An efficient synthesis of 1,4-disubstituted 1,2,3-triazole derivatives was studied. 1,4-Disubstituted 1,2,3-triazoles containing isoxazole and thymidine structures were synthesized in 84–96% yields starting from various terminal isoxazole ether alkynes and β-thymidine azide derivatives via a 1,3-dispolar cycloaddition using copper acetate, sodium ascorbate as the catalyst under ultrasonic assisted condition. All the target compounds were characterized by HRMS, FT-IR, 1H NMR and 13C NMR spectroscopy. Furthermore, the quorum sensing inhibitory activities of synthesized compounds were evaluated with Chromobacterium violaceum (C. Violaceum CV026) based on their inhibition of violacein production, with compound C10-HSL as a positive control. The compounds 8a, 8c and 8f exhibited considerable levels of inhibitory activity against violacein production, and IC50 values were 217?±?19, 223?±?20 and 42.8?±?4.5?μM, respectively, which highlighted the potential of these compounds as lead structures for further research towards the development of novel QS inhibitors.

Efficient solvent-free synthesis of bis(indolyl)methanes on SiO2 solid support under microwave irradiation

An efficient synthesis of bis(indolyl)methanes was developed. Bis(indolyl)methanes were synthesized starting from various aromatic aldehydes with indole under microwave irradiation and solvent-free conditions (85-98 %). Solid support SiO2 was found to possess favorable catalytic and dispersancy parameters for the condensation reaction. Moreover, novel bis(indolyl)methanes containing an isoxazole ring were synthesized via this method in excellent yields (> 94 %) using 3-substituted isoxazole-5-carbaldehydes and indole.

Efficient synthesis of bis-isoxazole ethers via 1,3-dipolar cycloaddition catalysed by Zn/Zn2+ and their antifungal activities

An efficient method was developed for synthesising isoxazoles. A series of novel bis-isoxazole ether compounds VI, VII and VIII were synthesised starting from different substituted aldehydes (I) via a 1,3-dispolar cycloaddition using Zn/Zn2+ as a catalyst; these were characterised by FT-IR, HRMS, 1H NMR and 13C NMR spectroscopy. In addition, the antimicrobial properties of the synthesised products were investigated. The synthesised compounds exhibited significant antifungal activities in comparison with the standard drugs, fluconazole and itraconazole. It was found that Candida albicans was sensitive to 2-substituted phenyl bis-isoxazole ethers bearing pyridyl.

Design, synthesis and antibacterial activity of novel N-formylhydroxylamine derivatives as PDF inhibitors

A new series of N-formylhydroxylamines 11a-i have been synthesized through a multi-step protocol starting from diethyl malonate. These compounds have been structurally characterized by IR, 1H NMR and HRMS. All the synthesized compounds 11a-i have been screened for antibacterial activities. All the compounds are found to exhibit potent in vitro inhibitory activity against Staphylococcus aureus and relatively weak antibacterial activity against Klebsiella pneumoniae.

One-pot synthesis of (3-phenylisoxazol-5-yl) methanol derivatives under ultrasound

An ultrasonic-assisted, one-pot, efficient, convenient procedure for the synthesis of (3-phenylisoxazol-5-yl)methanol derivatives has been developed. (3-Phenylisoxazol-5-yl)-methanol derivatives with biological and pharmaceutical property have been synthe

PIPERIDINE-CONTAINING COMPOUNDS AND USE THEREOF

A method for preventing and/or treating a metabolic disease, cerebrovascular disease, etc. which comprises administering to a mammal an effective amount of the compound of the formula (I) wherein all symbols have the same meanings as defined in the specification; a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof. And a novel compound of the formula (I-1): wherein all symbols have the same meanings as defined in the specification; a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof has an anti-diabetic effect and a neuroprotective effect. Accordingly, the compound of the formula (I) and the compound of the formula (I-1) are useful in a method for preventing and/or treating for a metabolic disease such as diabetes, cerebrovascular disease such as stroke, etc.

Synthesis and preliminary antibacterial evaluation of 2-butyl succinate-based hydroxamate derivatives containing isoxazole rings

Two series of novel 2-butyl succinate-based Hydroxamate derivatives containing isoxazole rings were synthesized, characterized and evaluated for antibacterial activity. The synthesized compounds were found to exhibit weak to moderate inhibitory activity against Staphytlococcus aureu and Klebsiellar pneumonia in vitro. All the compounds synthesized were found to be more effective against Klebsiellar pneumonia compared to Staphytlococcus aureu.

Concise synthesis and antimicrobial activities of new substituted 5-isoxazolpenicillins

The synthesis of a series of new 5-isoxazolpenicillins is described, which were obtained by coupling substituted isoxazoles with 6-APA. Concise large-scale synthesis of 3,5-disubstituted isoxazoles by 1,3-dipolar cycloaddition using copper(I) as catalyst was also investigated. Representative compounds were assayed for antimicrobial activities, showing satisfactory antimicrobial activities against Gram-negative bacteria.

Synthesis of isoxazolines and isoxazoles using poly(ethylene glycol) as support

A general method for the liquid-phase syntheses of isoxazoles and isoxazolines through a 1,3-dipolar cycloaddition is described. The poly(ethylene glycol) (PEG)-supported alkyne 2 or alkene 6 reacted with nitrile oxides generated in situ from aldoximes 3, followed by cleavage from the PEG, to give isoxazoles or isoxazolines in good yield and purity.