81465-82-9

Basic information

• Product Name: 5-AMINO-3-(4-FLUOROPHENYL)ISOXAZOLE
• Synonyms: 5-Amino-3-(4-fluorophenyl)isoxazole 98%;3-(4-FLUOROPHENYL)-5-ISOXAZOLAMINE;5-Amino-3-(4-fluorophenyl)isoxazole98%;3-(4-Fluorophenyl)-1,2-oxazol-5-amine
• CAS NO: 81465-82-9
• Molecular Formula: C₉H₇FN₂O
• Molecular Weight: 178.17
• Mol File: 81465-82-9.mol

Chemical Properties

• Melting Point: 102 °C
• Boiling Point: 373.7°C at 760 mmHg
• Flash Point: 179.8°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 8.77E-06mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C(protect from light)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 5-AMINO-3-(4-FLUOROPHENYL)ISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-3-(4-FLUOROPHENYL)ISOXAZOLE(81465-82-9)
• EPA Substance Registry System: 5-AMINO-3-(4-FLUOROPHENYL)ISOXAZOLE(81465-82-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 81465-82-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Amino-3-(4-fluorophenyl)isoxazole is used as a building block for the synthesis of various pharmaceutical compounds due to its heterocyclic aromatic nature and functional groups. Its unique structure allows for the development of new drugs with potential therapeutic effects.
Used in Medicinal Chemistry Research:
5-Amino-3-(4-fluorophenyl)isoxazole serves as a valuable research tool in medicinal chemistry, where it can be used to explore the structure-activity relationships of various drug candidates. Its presence in a molecule can influence the pharmacokinetic and pharmacodynamic properties of the compound, providing insights into the design of more effective drugs.
Used in Drug Development:
In the drug development process, 5-Amino-3-(4-fluorophenyl)isoxazole can be utilized as a key intermediate in the synthesis of novel therapeutic agents. Its incorporation into drug molecules may enhance their potency, selectivity, and pharmacological properties, leading to the discovery of new drugs with improved therapeutic profiles.
Used in Drug Design:
5-Amino-3-(4-fluorophenyl)isoxazole can be employed in the design of drugs targeting specific biological pathways or receptors. Its unique structural features may enable the development of drugs with high affinity and selectivity for their intended targets, resulting in more effective treatments for various diseases.
Used in Drug Discovery:
As a heterocyclic aromatic compound, 5-Amino-3-(4-fluorophenyl)isoxazole can be a starting point for drug discovery efforts. Its chemical properties and potential interactions with biological systems can be explored to identify new drug candidates with promising therapeutic potential.

InChI:InChI=1/C9H7FN2O/c10-7-3-1-6(2-4-7)8-5-9(11)13-12-8/h1-5H,11H2

Upstream product

• 4640-67-9 3-(4-fluorophenyl)-3-oxopropionitrile 
• 64-17-5 ethanol 
• 5470-11-1 hydroxylamine hydrochloride 
• 151-50-8 potassium cyanide 
• 250579-01-2 2-bromo-1-(p-fluorophenyl)ethanone oxime 

Relevant articles and documents

An enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived: N -Boc ketimines

By employing a chiral phosphoric acid as a catalyst, an enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived N-Boc ketimines was realized. The reaction provided a wide variety of novel 3-isoxazole 3-amino-oxindoles with good yields (up to 99%) and moderate to good enantioselectivities (up to 99%). The absolute configuration of one product was assigned by X-ray crystal structural analysis and a plausible reaction mechanism was proposed. In addition, a scale-up reaction was performed successfully. Finally, one product was subjected to Suzuki-Miyaura coupling with phenylboronic acid to afford the product in a moderate yield without erosion of the enantioselectivity. This journal is

Reactions of 5-Aminoisoxazoles with α-Diazocarbonyl Compounds: Wolff Rearrangement vs N-H Insertion

A highly chemoselective reaction between 5-aminoisoxazoles and α-diazocarbonyl compounds has been described. Both Wolff rearrangement and N-H insertion products can be obtained selectively by the judicious choice of reaction conditions. In the case of the

Hoveyda-Grubbs II Catalyst: A Useful Catalyst for One-Pot Visible-Light-Promoted Ring Contraction and Olefin Metathesis Reactions

A one-pot reaction to synthesize functionalized 2H-azirines through visible-light-mediated ring contraction and olefin metathesis of isoxazoles is described. Hoveyda-Grubbs II catalyst was found to function as a photocatalyst for these transformations, al

A modified procedure for the synthesis of 5-amino-3-arylisoxazoles and their reactions with tetrasulfur tetranitride antimony(V) chloride complex (S4N4·SbCl5): Novel synthesis of 3-aryl-1,2,5-thiadiazole-4-carboxamides

Dropwise addition of α-bromo ketoximes to a solution of KCN in MeOH at room temperature gave 5-amino-3-arylisoxazoles in moderate to good yields. Treatment of the isoxazoles prepared with tetrasulfur tetranitride antimony (V) chloride complex (S4N4·SbCl5) in toluene at 100°C afforded novel 3-aryl-1,2,5-thiadiazole-4-carboxamides.

1-Benzoyl-3-(isoxazolyl or benzisoxazolyl)-ureas and insecticidal use thereof

The present invention is directed to 1-(benzoyl)-3-(isoxazolyl or benzisoxazolyl)urea or thiourea compounds useful as insecticides.