138716-37-7

Basic information

• Product Name: 5-(4-FLUOROPHENYL)ISOXAZOLE
• Synonyms: 5-(4-FLUOROPHENYL)ISOXAZOLE;BUTTPARK 32\03-37;Isoxazole, 5-(4-fluorophenyl)- (9CI);5-(4-Fluorophenyl)-1,2-oxazole, 1-Fluoro-4-(1,2-oxazol-5-yl)benzene, 1-Fluoro-4-(isoxazol-5-yl)benzene
• CAS NO: 138716-37-7
• Molecular Formula: C₉H₆FNO
• Molecular Weight: 163.15
• Product Categories: OXAZOLE;Isoxazoles, Oxadiazoles, Oxazoles
• Mol File: 138716-37-7.mol

Chemical Properties

• Melting Point: 53-56°C
• Boiling Point: 275.8 °C at 760 mmHg
• Flash Point: 120.6 °C
• Appearance: /
• Density: 1.209 g/cm³
• Vapor Pressure: 0.00838mmHg at 25°C
• Refractive Index: 1.523
• PKA: -3.09±0.10(Predicted)
• CAS DataBase Reference: 5-(4-FLUOROPHENYL)ISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-FLUOROPHENYL)ISOXAZOLE(138716-37-7)
• EPA Substance Registry System: 5-(4-FLUOROPHENYL)ISOXAZOLE(138716-37-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 138716-37-7(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
5-(4-Fluorophenyl)isoxazole is used as a building block for the synthesis of pharmaceutical compounds, as its structure can be incorporated into drug molecules to improve their biological activity and pharmacokinetic properties.
Used in Drug Discovery:
5-(4-Fluorophenyl)isoxazole is used as a potential lead compound in the development of new drugs, as its unique structure and fluorine substitution may contribute to enhanced potency, selectivity, and efficacy in targeting specific biological pathways or receptors.
Used in Chemical Research:
5-(4-Fluorophenyl)isoxazole is used as a research tool in the study of isoxazole chemistry, allowing scientists to explore the effects of fluorine substitution on the reactivity, stability, and properties of isoxazole-containing compounds.
Used in Material Science:
5-(4-Fluorophenyl)isoxazole may be used in the development of new materials with specific properties, such as improved thermal stability or chemical resistance, due to the presence of the fluorine atom and the isoxazole ring in its structure.
Note: The exact uses, safety, and environmental effects of 5-(4-Fluorophenyl)isoxazole would depend on the specific properties of the compound, such as its boiling point, melting point, and solubility in various solvents, as well as the presence of other functional groups in the molecule.

InChI:InChI=1/C9H6FNO/c10-8-3-1-7(2-4-8)9-5-6-11-12-9/h1-6H

Upstream product

• 115168-89-3 3-(4-fluorophenyl)-3-oxopropanal 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 138716-20-8 (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 
• 54012-23-6 1-(4-fluorophenyl)prop-2-yn-1-one 
• 75175-77-8 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 
• 80151-28-6 3-(4-fluoro-phenyl)-prop-2-yn-1-ol 

Downstream Products

• 929635-71-2 5-(4-fluorophenyl)-1H-pyrazol-3-amine 

Relevant articles and documents

Harnessing Stereospecific Z-Enamides through Silver-Free Cp?Rh(III) Catalysis by Using Isoxazoles as Masked Electrophiles

The stereospecific synthesis of Z-enamides is described in this paper. For the first time, isoxazoles have been employed as electrophiles in C-H functionalization to afford thermodynamically less stable Z-enamides utilizing salicylaldehydes in an atom- and step-economic fashion. The stereochemistry of enamides might originate from the relative disposition of atoms present in isoxazole and the intramolecular hydrogen bonding. The reaction showed excellent scope as several structurally and electronically diverse salicylaldehydes and isoxazoles reacted efficiently.

Preparation method of isoxazole derivative

The invention relates to a preparation method of an isoxazole derivative, which comprises the following steps of mixing an propargyl alcohol derivative, a halogen source, an acid and a solvent, and heating to react; adding the hydroxylamine into the react

A novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide

A mild and efficient method for the synthesis of 5-substituted isoxazoles through cyclization of propargylic amines with N-hydroxyphthalimide (NHPI) under metal-free conditions was developed.

TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3

A novel and efficient TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3via a radical mechanism process is described. This methodology provides an easy access to a variety of useful 5-substituted isoxazoles

Method for synthesizing isoxazole compound from nitrine and acetylenic ketone compound

The invention discloses a method for synthesizing an isoxazole compound from nitrine and an acetylenic ketone compound. The method comprises the following steps: 1, adding 30 mol% of a catalyst, 10 equivalent water and a 5-10 time polar solvent, introducing air or allowing a container to be openmouthed, and stirring at room temperature for 24h; 2, adding 20 equivalent triphenyl phosphine, continuously stirring and reacting at room temperature for 2h, and carrying out a TLC tracking reaction; 3, pouring a reaction product into 10-30mL of water after the reaction is completed; and 4, extracting the reaction product with 20-30mL of dichloromethane, washing the extracted reaction product with (10-20mL of) a saturated saline solution three times, drying the washed extraction product with anhydrous Na2SO4, filtering the dried reaction product, carrying out reduced pressure distillation to remove solvents, and carrying out rapid silica gel column chromatography purification to obtain the final product. The method has the advantages of simple operation required by experiments, easily available raw materials, few reaction steps, high output, very good application values, suitableness for being applied to fields of medicines and pesticides, and good application prospect.

Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles

(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C

Synthesis of fluorine substituted pyrazolopyrimidines as potential leads for the development of PET-imaging agents for the GABAA receptors

Neuroimaging of GABAA receptors offers the potential for a better diagnosis of diseases related to a dysfunction of the GABAergic neurotransmission. A series of potent fluorinated analogues of the pyrazolopyrimidine Indiplon has been synthesized and evaluated in vitro as potential agents for imaging the GABAA receptor by means of positron emission tomography (PET). The most promising compound N-(3-fluoropropyl)-N-[3-[3-(thiophene-2-carbonyl)-pyrazolo[1,5-a]pyrimidin-7-yl]-phenyl]-acetamide (5b) showed an IC50 value of 2.78 ± 0.63 nM comparable to the lead compound Indiplon (IC50 3.29 ± 0.37 nM), thus making it an interesting candidate for further investigations. In addition to the fluorinated reference compounds, suitable precursors for 18F-radiolabelling studies have been synthesized.

Identification and optimisation of 5-amino-7-aryldihydro-1,4-diazepines as 5-HT2A ligands

A several series of low molecular weight 5-HT2A leads were identified from an analysis of HTS data, the exploration of SAR and optimization of one series using parallel synthesis are described, affording compound 22 (5-HT2A IC50 1.1 nM).