4872-58-6

Basic information

• Product Name: 3-Phenyl-2-isoxazoline-5-carboxylic acid
• Synonyms: 3-Phenyl-2-isoxazoline-5-carboxylic acid;2-Isoxazoline-5-carboxylic acid, 3-phenyl-;BAS 10152882;MLS000067309;SBB007339;SMR000124815
• CAS NO: 4872-58-6
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.19
• Mol File: 4872-58-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 364.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• PKA: 2.76±0.40(Predicted)
• CAS DataBase Reference: 3-Phenyl-2-isoxazoline-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenyl-2-isoxazoline-5-carboxylic acid(4872-58-6)
• EPA Substance Registry System: 3-Phenyl-2-isoxazoline-5-carboxylic acid(4872-58-6)

Safety Data

• Hazardous Substances Data: 4872-58-6(Hazardous Substances Data)

Upstream product

• 873-67-6 benzonitrile oxide 
• 79-10-7 acrylic acid 
• 99972-90-4 (+/-)-3-phenyl-4,5-dihydro-isoxazole-4r,5t-dicarboxylic acid 
• 99972-90-4 (+/-)-3-phenyl-4,5-dihydro-isoxazole-4r,5c-dicarboxylic acid 
• 4872-55-3 5-methylselanylethynyl-3-phenyl-4,5-dihydro-isoxazole 
• 4872-56-4 5-methyltellanylethynyl-3-phenyl-4,5-dihydro-isoxazole 
• 92247-52-4 5-pent-1-ynyl-3-phenyl-4,5-dihydro-isoxazole 
• 17669-30-6 Z-dimethyl 3-phenyl-4,5-dihydroisoxazole-4,5-dicarboxylate 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 100-52-7 benzaldehyde 
• 68843-67-4 1-phenyl-but-3-en-1-one oxime 
• 1011-38-7 4,5-dihydro-3-phenyl-5-isoxazolecarbonitrile 
• 17669-30-6 dimethyl 3-phenyl-4,5-dihydroisoxazole-4,5-dicarboxylate 

Downstream Products

• 1174749-27-9 N-[3-(4-{4-(3-phenyl-4,5-dihydro-isoxazole-5-carbonyl)-piperazin-1-yl}-3-fluoro-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide 
• 139255-97-3 (4R)-2,2-dimethyl-4-phenyl-3-<(5S)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine 
• 139255-96-2 (4R)-2,2-dimethyl-4-phenyl-3-<(5R)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine 
• 139256-00-1 N-<(1R)-2-hydroxy-1-phenylethyl>-(5S)-3-phenyl-2-isoxazoline-5-carboxamide 
• 139255-99-5 N-<(1R)-2-hydroxy-1-phenylethyl>-(5R)-3-phenyl-2-isoxazoline-5-carboxamide 
• 119897-89-1 (R)-3-phenyl-Δ²-isoxazoline-5-methanol 
• 100-47-0 benzonitrile 
• 21262-84-0 3-phenyl-4,5-dihydro-isoxazole-5-carboxylic acid methylamide 
• 21262-85-1 3-phenyl-4,5-dihydro-isoxazole-5-carboxylic acid anilide 

Relevant articles and documents

Ruthenium-Catalyzed Direct Transformation of Alkenyl Oximes to 5-Cyanated Isoxazolines: A Cascade Approach Based on Non-Stabilized Radical Intermediate

A ruthenium-catalyzed ammoxidation of alkenyl oximes under mild and neutural condtions is described. In this method, tert-butyl nitrite plays a dual role, acting as an oxidant as well as a nitrogen source. This reaction avoids using any toxic radical initiators or cyanide reagents. This convenient and practical method offers an easy access to 5-cyanated isoxazolines in good to high yields, and shows good functional group tolerance and high efficiency. It is rather remarkable that this new reaction provides a strategically distinct approach based on non-stabilized radical intermediate and constructs C–O and C≡N triple bonds in a single-step. Moreover, the difunctionalization of unactivated olefins bearing oximes has been realized.

Synthesis and antibacterial evaluation of isoxazolinyl oxazolidinones: Search for potent antibacterial

A series of (5S) N-(3-{3-fluoro-4-[4-(3-aryl-4,5-dihydro-isoxazole-5-carbonyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide(6a-o) were synthesized and their in vitro antibacterial activity against various resistant Gram-positive and Gram-negative bacteria were evaluated. Most of the synthesized compounds showed 2 to 10 fold lower MIC values compared to linezolid against Staphylococcus aureus ATCC 25923, ATCC 70069, ATCC 29213, Bacillus cereus MTCC 430, Enterococcus faecalis MTCC439, Klebsiella pneumoniae ATCC 27736, and Streptococcus pyogens.

Cis-8,9-Dihydroisoxazol(5,4-d)pyrimidine-4,6(5H,7H)-diones.

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