7063-99-2

Basic information

• Product Name: ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE
• Synonyms: ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE;ETHYL 5-PHENYLISOXAZOLE-3-CARBOXYLATE;AKOS PAO-1396;5-Phenyl-3-isoxazolecarboxylic acid ethyl ester;5-Phenylisoxazole-3-carboxylic acid ethyl ester;Ethyl 5-phenyl-1,2-oxazole-3-carboxylate;3-Isoxazolecarboxylic acid, 5-phenyl-, ethyl ester
• CAS NO: 7063-99-2
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.22
• Mol File: 7063-99-2.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 379.8°Cat760mmHg
• Flash Point: 183.5°C
• Appearance: /
• Density: 1.173g/cm³
• Vapor Pressure: 5.72E-06mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -6.43±0.28(Predicted)
• CAS DataBase Reference: ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE(7063-99-2)
• EPA Substance Registry System: ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE(7063-99-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 7063-99-2(Hazardous Substances Data)

Usage

General Description

Ethyl 5-phenyl-3-isoxazolecarboxylate is a chemical compound with the molecular formula C12H11NO3. It is an ester of isoxazole and ethylcarboxylic acid, and it belongs to the class of isoxazole derivatives. ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE has applications in the field of organic synthesis, particularly in the pharmaceutical industry, where it can be used as a building block for the synthesis of various biologically active compounds. Additionally, it has been studied for its potential pharmacological properties, such as its anticonvulsant and sedative effects. Overall, ethyl 5-phenyl-3-isoxazolecarboxylate is a versatile compound with potential uses in both chemical research and drug development.

InChI:InChI=1/C12H11NO3/c1-2-15-12(14)10-8-11(16-13-10)9-6-4-3-5-7-9/h3-8H,2H2,1H3

Upstream product

• 7064-04-2 ethyl 5-phenyl-2-isoxazoline-3-carboxylate 
• 1199-95-7 1-(trimethylstannyl)-2-phenylethyne 
• 14337-43-0 ethyl 2-chloro-2-(hydroxyimino)acetate 
• 51983-62-1 carbethoxyformonitrile oxide 
• 88330-79-4 ethyl-(Z)-2-hydroxy-4-oxo-4-phenyl-but-2-enoate 
• 15121-89-8 ethyl 3-benzoyl acrylate 
• 626-35-7 nitroacetic acid ethyl ester 
• 536-74-3 phenylacetylene 
• 100-52-7 benzaldehyde 
• 98-85-1 1-Phenylethanol 
• 1619-73-4 ethyl 2-oxo-4-phenylbut-3-ynoate 
• 588-73-8 (Z)-β-bromostyrene 
• 4110-77-4 (E)-β-chlorostyrene 
• 140706-26-9 (E)-2-phenylethen-1-yl trifluoromethanesulfonate 

Downstream Products

• 14441-90-8 5-phenyl-3-isoxazolecarboxylic acid 
• 159670-70-9 ethyl 5-(4-nitrophenyl)isoxazole-3-carboxylate 
• 78189-50-1 5-phenylisoxazole-3-carboxylic acid chloride 
• 90946-22-8 5-phenylisoxazole-3-carboxylic acid hydrazide 
• 76973-04-1 1-(5-Phenyl-isoxazol-3-yl)-pentan-1-one 
• 76973-06-3 1-(5-Phenyl-isoxazol-3-yl)-pentan-1-ol 
• 76973-13-2 5-(5-Phenyl-isoxazol-3-yl)-nonan-5-ol 
• 7063-98-1 3-acetyl-5-phenyl-isoxazole 
• 27409-56-9 3-(1-Hydroxy-1-methylethyl)-5-phenylisoxazole 
• 76973-03-0 1-(5-Phenyl-isoxazol-3-yl)-propan-1-one 
• 76973-12-1 3-(5-Phenyl-isoxazol-3-yl)-pentan-3-ol 
• 145440-89-7 5-Phenyl-isoxazole-3-carboxylic acid (2,6-dimethyl-phenyl)-amide 
• 1619-37-0 (5-phenylisoxazol-3-yl)methanol 
• 866641-27-2 ethyl (5-phenyl-1,2-oxazol-3-yl)methyl methanesulfonate 

Relevant articles and documents

Enantioselective Aza-Friedel-Crafts Reaction of Heteroarenes with in situ Generated Isoxazolium Ions via Chiral Phosphoric Acid Catalysis

An asymmetric organocatalytic aza-Friedel-Crafts reaction was developed to give the enantioenriched Δ4-isoxazoline scaffold bearing a quaternary-substituted stereogenic centre in good-to-excellent yields and enantioselectivity (50–99%, 55–>99% ee). This protocol involves the in situ generated isoxazolium ions in the presence of a chiral phosphoric acid followed by the heteroarene addition through asymmetric counteranion-directed catalysis. (Figure presented.).

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer's agents

The complex pathophysiology of Alzheimer's disease (AD) has prompted researchers to develop multitarget-directed molecules to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-ca

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.