5262-25-9

Usage

Uses

Used in Pharmaceutical Research:
5-BROMOMETHYL-3-(4-FLUORO-PHENYL)-ISOXAZOLE is used as a building block for the development of new drug compounds due to its unique structure and functional groups. Its versatility allows for the creation of a wide range of pharmaceutical agents with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 5-BROMOMETHYL-3-(4-FLUORO-PHENYL)-ISOXAZOLE is used as a key intermediate for the synthesis of various organic compounds. Its bromomethyl group enables selective reactions, making it a valuable component in the construction of complex organic molecules.
Used in Chemical Modification:
5-BROMOMETHYL-3-(4-FLUORO-PHENYL)-ISOXAZOLE is used as a chemical modifier to impart specific properties to molecules. The 4-fluoro-phenyl group can be utilized to fine-tune the characteristics of the resulting compounds, which can be beneficial in various chemical and pharmaceutical applications.
Used in Drug Development:
In the industry of drug development, 5-BROMOMETHYL-3-(4-FLUORO-PHENYL)-ISOXAZOLE is employed as a precursor in the synthesis of potential drug candidates. Its unique structural features and the ability to modify the molecule through its functional groups make it a promising starting point for the creation of new therapeutic agents.
Used in Research and Development:
5-BROMOMETHYL-3-(4-FLUORO-PHENYL)-ISOXAZOLE is utilized in research and development settings to explore its potential applications and to understand its chemical properties. This knowledge can then be applied to the design and synthesis of new compounds with specific functions and uses in various industries.

InChI:InChI=1S/C10H7BrFNO/c11-6-9-5-10(13-14-9)7-1-3-8(12)4-2-7/h1-5H,6H2

Upstream product

• 42202-95-9 4-fluoro-N-hydroxybenzimidoyl chloride 
• 106-96-7 propargyl bromide 
• 459-23-4 4-fluorobenzaldoxime 
• 49750-46-1 p-fluorobenzonitrile oxide 
• 206055-89-2 3-(4-fluorophenyl)-5-hydroxymethylisoxazole 

Relevant academic research and scientific papers

Product selectivity of thermal Buchner reaction of methyl 2-(3-arylisoxazol-5-yl)-2-diazoacetates with benzene, naphthalene and mesitylene, and ring-opening/closing reaction of products

Methyl 2-(3-arylisoxazol-5-yl)-2-diazoacetates were synthesized and the product selectivity of their thermal Buchner reaction with benzene, naphthalene and mesitylene was studied. The reaction of the isoxazolyl-substituted diazoacetates with benzene gave

Coumarin phenyl isoxazole derivatives and applications thereof

The invention relates to coumarin phenyl isoxazole derivatives and applications thereof. 4'-hydroxyl chalcone is taken as the raw materials. 4'-hydroxyl chalcone reacts with bromomethyl isoxazole with different substituent groups in the presence of potass

Synthesis and in vitro biological evaluation of novel coumarin derivatives containing isoxazole moieties on melanin synthesis in B16 cells and inhibition on bacteria

A novel series of coumarin derivatives 6a–o, bearing isoxazole moieties were designed and synthesized. After that, they were evaluated for melanin synthesis in murine B16 cells and inhibitory effect on the growth of CA (Candida albicans), EC (Escherichia coli), SA (Staphylococcus aureus). It was found that eleven compounds (6b–f, 6j–o) showed a better activity on melanin synthesis than positive control (8-MOP). Among them, compounds 6d (242%) and 6f (390%), with nearly 1.6 and 2.6-fold potency compared with 8-MOP (149%) respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo. Seven halogen substituted compounds exhibited moderate antimicrobial activity against CA. It is interesting that 6e–f and 6l–m, which had two halogens on the benzene showed a comparable activity with Amphotericin B against CA. The evaluation of melanin synthesis in B16 cells and inhibitory effect on bacteria of above structurally diverse derivatives had also led to an outline of structure-activity relationship.

Preparation method and application of phenylisoxazole-containing chalcone derivatives

The invention relates to a preparation method and application of phenylisoxazole-containing chalcone derivatives. The compounds are prepared by enabling 4'-hydroxyl-chalcone as a raw material to react with different 3-substituted-5-bromomethyl isoxazole under the catalysis of potassium carbonate. The functions of the novel compounds on activity of tyrosinase in a cell-free system and synthesis of melanin in a cell system are also studied. The test results show that compounds 1, 2, 4, 6, 9 and 15 have relatively good tyrosinase agonist activity which is superior to that of a positive control 8-methoxy-psoralen (8-MOP); compounds 1, 2, 4, 5, 7, 9, 11, 15, 16, 17 and 18 can promote synthesis of melanin in B16 mouse cells, and the activity of the compounds is also superior to that of the positive control 8-MOP. The method is gentle in reaction condition and simple and convenient in test step. The phenylisoxazole-containing chalcone derivatives, 1, 2, 4, 5, 6, 7, 9, 11, 15, 16, 17 and 18 prepared by using the method provided by the invention can be all used to prepare medicines for clinically treating leucoderma.

Synthesis and bioactivity of novel isoxazole chalcone derivatives on tyrosinase and melanin synthesis in murine B16 cells for the treatment of vitiligo

A new series of chalcone derivatives 1–18, bearing isoxazole moieties were designed and synthesized, and biologically evaluated for their activity on mushroom tyrosinase and melanin synthesis in murine B16 cells. The result indicated that most of prepared compounds 1–18 showed potent activating effect on tyrosinase, especially for 1–2, 4, 6–7, 9 and 15. Among them, compounds 2, 4 and 9 demonstrated the best activity with EC50?=?1.3, 2.5 and 3.0?μmol·L?1respectively, much better than the positive control 8-methoxypsoralan (8-MOP, EC50?=?14.8?μmol·L?1); In B16 cells, all the tested compounds exhibited a stronger activity on melanogenesis than 8-MOP (with the value of 115%). It was interesting that derivatives substituted with halogen (1, 2, 4, 5, 7, 9) were generally more potent. Compounds 2 (463%) and 18 (438%) with 3 and 4-fold potency compared with 8-MOP respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo.

Safe and scaleable oxidation of benzaldoximes to benzohydroximinoyl chlorides

Benzohydroximinoyl chlorides are useful precursors to nitrile oxides used in the preparation of various heterocycles via 1,3-dipolar cycloadditions. These intermediates are typically accessed by oxidation of aldoximes using N-chlorosuccinimide. This simpl

Fungicidal 3-phenyl-5-(substituted methyl) isoxaxoles

A class of isoxazoles having a phenyl or substituted-phenyl group at the 3-position and a substituted-methyl group at the 5-position are useful for the control of fungal foliar phytopathogens.