144537-05-3

Basic information

• Product Name: N-Methyl-5-phenylisoxazole-3-carboxaMide
• Synonyms: N-Methyl-5-phenylisoxazole-3-carboxaMide
• CAS NO: 144537-05-3
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.2093
• Mol File: 144537-05-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-Methyl-5-phenylisoxazole-3-carboxaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-5-phenylisoxazole-3-carboxaMide(144537-05-3)
• EPA Substance Registry System: N-Methyl-5-phenylisoxazole-3-carboxaMide(144537-05-3)

Safety Data

• Hazardous Substances Data: 144537-05-3(Hazardous Substances Data)

Usage

General Description

N-Methyl-5-phenylisoxazole-3-carboxamide is a chemical compound with the molecular formula C11H10N2O2. It is a derivative of isoxazole and contains a methyl and phenyl group attached to the isoxazole ring. N-Methyl-5-phenylisoxazole-3-carboxaMide has been studied for its potential pharmaceutical applications, particularly as an antifungal agent. It has also been investigated for its potential use in the treatment of neurodegenerative diseases. N-Methyl-5-phenylisoxazole-3-carboxamide has shown promising biological activity in preclinical studies and continues to be a subject of interest for further research and development in the pharmaceutical industry.

Upstream product

• 138842-45-2 2-methyl-4-nitro-3-isoxazolin-5(2H)-one 
• 536-74-3 phenylacetylene 
• 72078-82-1 N-methylnitroacetamide 
• 7063-99-2 ethyl 5-phenylisoxazole-3-carboxylate 
• 74-89-5 methylamine 
• 20577-73-5 methyl 4-phenyl-2,4-dioxobutanoate 
• 51677-09-9 methyl 5-phenylisoxazole-3-carboxylate 

Downstream Products

• 852227-91-9 N-methyl-1-(5-phenylisoxazol-3-yl)methylamine hydrochloride 
• 14441-90-8 5-phenyl-3-isoxazolecarboxylic acid 
• 725697-87-0 C₁₄H₁₆N₂O₂ 
• 58144-66-4 (4-methoxyphenyl)(5-phenylisoxazol-3-yl)methanone 
• 59985-82-9 5-phenylisoxazole-3-carbaldehyde 

Relevant articles and documents

Improved generation method for functionalized nitrile oxide

Gentle generation of nitrile oxide bearing a carbamoyl group was performed. 4-Nitro-3-isoxazolin-5-one was treated with dipolarophiles in the mixed solvent (MeCN/H2O) at room temperature to afford cycloadducts in good yields.

Competitive Copper Catalysis in the Condensation of Primary Nitro Compounds with Terminal Alkynes: Synthesis of Isoxazoles

Isoxazoles, mainly 3,5-disubstituted, are prepared by catalytic condensation of primary nitro compounds with terminal acetylenes by using a copper/base catalytic system. The additional catalytic effect of the copper(II) salts is evidenced by comparing the kinetic profiles. Selectivity dependence on reaction conditions is considered for phenylacetylene in the following competitive processes: oxidative coupling of terminal alkynes to conjugated diynes catalyzed by CuIIand base in the presence of air; production of furazans beside condensation with benzoylnitromethane to 3-benzoylisoxazoles, as a result of the reaction of the dipolarophile with 3,4-dibenzoylfuroxan; addition of electron-poor alkynes (e.g., methyl propiolate) with themselves and with the nitro compound. Thus, oxidative coupling is negligible in reactions with “active” nitro compounds, whereas with nitroalkanes both products are observed: only trace amounts of isoxazoles are detected without copper. Similarly, in the presence of copper, 3-benzoyl-5-phenylisoxazole is predominant over the furazan. Furthermore, condensations of electron-poor alkynes give complex reaction mixtures in the presence of base alone, but cycloadducts are conveniently prepared with copper. The results indicate the practical and general utility of this catalytic method for synthetic practice.

An anomalous hydration/dehydration sequence for the mild generation of a nitrile oxide

A nitrile oxide containing a carbamoyl group is readily generated upon the treatment of 2-methyl-4-nitro-3-isoxazolin-5(2H)-one with water under mild reaction conditions, even in the absence of special reagents. The obtained nitrile oxide undergoes cycloa

Isoxazoles and isoxazolines by 1,3-dipolar cycloaddition: Base-catalysed condensation of primary nitro compounds with dipolarophiles

1,4-Diazabicyclo[2.2.2]octane (DABCO) or other suitable N-bases cause primary activated nitro compounds to condense with alkenes to yield isoxazolines or with alkynes to give isoxazoles. As the molar ratio of the base with respect to the dipolarophile dec