20357-59-9

Basic information

• Product Name: alpha-(o-Hydroxyphenyl)-N-phenylnitrone
• Synonyms: alpha-(o-Hydroxyphenyl)-N-phenylnitrone
• CAS NO: 20357-59-9
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.2319
• Mol File: 20357-59-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 373.7°Cat760mmHg
• Flash Point: 179.8°C
• Appearance: /
• Density: 1.387g/cm³
• Vapor Pressure: 3.01E-06mmHg at 25°C
• Refractive Index: 1.773
• CAS DataBase Reference: alpha-(o-Hydroxyphenyl)-N-phenylnitrone(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-(o-Hydroxyphenyl)-N-phenylnitrone(20357-59-9)
• EPA Substance Registry System: alpha-(o-Hydroxyphenyl)-N-phenylnitrone(20357-59-9)

Safety Data

• Hazardous Substances Data: 20357-59-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H11NO2/c15-13-9-5-4-6-11(13)10-14(16)12-7-2-1-3-8-12/h1-10,16H/b11-10+

Upstream product

• 90-02-8 salicylaldehyde 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 

Downstream Products

• 3526-45-2 2-((phenylamino)methyl)phenol 
• 94445-16-6 3-(2-hydroxyphenyl)-2,5-bis(phenyl)-4H-2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-dione 
• 94445-16-6 3-(2-hydroxyphenyl)-2,5-bis(phenyl)-4H-2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-dione 
• 94445-25-7 3-(2-hydroxyphenyl)-5-(4-methylphenyl)-2-phenyl-4H-2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-dione 
• 94445-25-7 3-(2-hydroxyphenyl)-5-(4-methylphenyl)-2-phenyl-4H-2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-dione 
• 779-84-0 N-phenylsalicylaldimine 
• 71-36-3 butan-1-ol 
• 531-81-7 2-oxo-2H-chromene-3-carboxylic acid 
• 90-02-8 salicylaldehyde 

Relevant articles and documents

Synthesis and Antimicrobial Evaluation of New Pyrrolo-isoxazolidine Derivatives

In the present study, pyrrolo-isoxazolidines 3(a-l) and 4(a-e), 4g, 4i, 4j have been synthesized by using the 1,3-dipolar cycloaddition reactions of nitrones 1(a-l) with ester substituted N-aryl maleimide (2b). These heterocycles have been obtained in cis and trans diastereomeric forms. The structures of newly synthesized heterocycles have been confirmed from their spectroscopic parameters such as IR,1H NMR,13C NMR and ESI-MS. The in vitro antimicrobial evaluation of these compounds were also investigated. Most of the prepared heterocycles showed significant antimicrobial properties. C3-phenyl substituted products exhibited the remarkable antibacterial behaviours while C3-thienyl/furyl substituted heterocycles proved themselves potent antifungal agents.

Synthesis and evaluation of novel 2,3,5-triaryl-4H,2,3,3a,5,6,6a- hexahydropyrrolo[3,4-d]isoxazole-4,6-diones for advanced glycation end product formation inhibitory activity

The synthesis of some biologically interesting pyrrolo-isoxazolidine derivatives was accomplished by the 1,3-dipolar cycloaddition reaction of substituted azomethine N-oxides 1 with substituted N-aryl maleimides 2 leading to the formation of new stereoisomeric 2,3,5-triaryl-4H,2,3,3a,5,6,6a- hexahydropyrrolo[3,4-d]isoxazole-4,6-dione derivatives 3 in excellent yields. The synthesized compounds have been screened for their advanced glycation end (AGE) product formation inhibitory activity on the basis of their ability to inhibit the formation of AGEs in the bovine serum albumin (BSA)-glucose assay. All the synthesized compounds have been found to exhibit significant activity against AGE formation.

Synthesis and evaluation of hexahydropyrrolo[3,4-d]isoxazole-4,6-diones as anti-stress agents

A series of 2,3-diphenyl-5-(naphthalen-1-yl)-4H-2,3,3a,5,6,6a- hexahydropyrrolo[3,4-d]isoxazole-4,6-dione derivatives were synthesized via 1,3-dipolar cycloaddition of azomethine N-oxides with N-(α-naphthyl) maleimide. The pyrrolo-isoxazole derivatives were assigned cis- and trans- configurations (3-A and 3-B) with respect to proton C3-H on azomethinic carbon on the basis of their 1H NMR. The reaction proceeds through cis- endo addition rule indicating the predominance of cis isomer. The cis- and trans- isomers of a prototype compound 3a i.e., compound 3a-A and compound 3a-B were evaluated for anti-stress activity in immobilization-induced acute stress. Compound 3a-A (5 and 10 mg/kg) and compound 3a-B (10 mg/kg) attenuated immobilization stress-induced behavioral alterations in Swiss albino mice suggesting that pyrrolo-isoxazole may serve as lead molecule for the development of anti-stress agents.