14731-10-3

Basic information

• Product Name: 3-(CHLOROMETHYL)-5-PHENYLISOXAZOLE
• Synonyms: 3-(CHLOROMETHYL)-5-PHENYLISOXAZOLE;3-(Chloromethyl)-5-phenylisoxazole 97%;Isoxazole,3-(chloroMethyl)-5-phenyl-
• CAS NO: 14731-10-3
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• Mol File: 14731-10-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 48-49.5
• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 158°C
• Appearance: /
• Density: 1.222g/cm³
• Vapor Pressure: 0.000203mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: 2-8°C
• PKA: -4.04±0.28(Predicted)
• CAS DataBase Reference: 3-(CHLOROMETHYL)-5-PHENYLISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(CHLOROMETHYL)-5-PHENYLISOXAZOLE(14731-10-3)
• EPA Substance Registry System: 3-(CHLOROMETHYL)-5-PHENYLISOXAZOLE(14731-10-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 14731-10-3(Hazardous Substances Data)

Usage

General Description

3-(Chloromethyl)-5-phenylisoxazole is a chemical compound that contains a chlorine-methyl group and a phenylisoxazole ring. It is often used as a building block in the synthesis of various pharmaceuticals and agrochemicals. The presence of the chloromethyl group makes it a versatile intermediate for the synthesis of organic compounds, as it can undergo a variety of chemical reactions to introduce different functional groups. Additionally, the phenylisoxazole ring contributes to the compound's diverse reactivity, making it a valuable tool in the development of new molecules with potential medicinal or agricultural applications. Overall, 3-(Chloromethyl)-5-phenylisoxazole is an important chemical for the production of a wide range of useful compounds.

InChI:InChI=1/C10H8ClNO/c11-7-9-6-10(13-12-9)8-4-2-1-3-5-8/h1-6H,7H2

Upstream product

• 98-85-1 1-Phenylethanol 
• 100-52-7 benzaldehyde 
• 90770-96-0 3-hydroxyiminomethyl-5-phenylisoxazole 
• 59985-82-9 5-phenylisoxazole-3-carbaldehyde 
• 7063-99-2 ethyl 5-phenylisoxazole-3-carboxylate 
• 98-86-2 acetophenone 
• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 1007401-94-6 (Z)-1,4-dichloro-4-phenylbut-3-en-2-one 
• 1619-37-0 (5-phenylisoxazol-3-yl)methanol 
• 858489-69-7 3-(methoxymethyl)-5-phenylisoxazole 

Downstream Products

• 154016-47-4 (5-phenyl-isoxazol-3-yl)methylamine 
• 89102-76-1 diethyl [(5-phenyl-1,2-oxazol-3-yl)methyl]phosphonate 
• 1026-63-7 4-[(5-phenylisoxazol-3-yl)methyl]morpholine 

Relevant articles and documents

Synthesis of Fluorine-Containing Derivatives of 5-Arylisoxazoles and 4,5-Dichlorothiazole

Alkylation of fluorophenols and phenolic aldehydes with 5-phenyl(p-tolyl)-3-chloromethylisoxazole under the Williamson reaction conditions afforded the corresponding ethers. Condensation of the resulting phenolic aldehyde derivatives and 5-phenyl(p-tolyl)

Substituted 1-(isoxazol-3-yl)methyl-1H-1,2,3-triazoles: Synthesis, palladium(II) complexes, and high-turnover catalysis in aqueous media

New substituted 3-((1H-1,2,3-triazol-1-yl)methyl)-5-arylisoxazoles (aryl = Ph, p-Tol) and 2-(5-phenylisoxazol-3-yl)-5-(2-(1-((5-(p-tolyl)isoxazol-3-yl)methyl)-1H-1,2,3-triazol-4-yl)ethyl)-1,3,4-oxadiazole were synthesized by means of click-chemistry proce

Design, synthesis and biological evaluation of stilbene derivatives as novel inhibitors of protein tyrosine phosphatase 1B

By imitating the scaffold of lithocholic acid (LCA), a natural steroidal compound displaying Protein Tyrosine Phosphatase 1B (PTP1B) inhibitory activity, a series of stilbene derivatives containing phenyl-substituted isoxazoles were designed and synthesized. The structures of the title compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Activities of the title compounds were evaluated on PTP1B and the homologous enzyme TCPTP by using a colorimetric assay. Most of the target compounds had good activities against PTP1B. Among them, compound 29 (IC50 = 0.91 ± 0.33 μM), characterized by a 5-(2,3-dichlorophenyl) isoxazole moiety, exhibited an activity about 14-fold higher than the lead compound LCA and a 4.2-fold selectivity over TCPTP. Compound 29 was identified as a competitive inhibitor of PTP1B with a Ki value of 0.78 μM in enzyme kinetic studies.