Cas no 903130-97-2 (3-Bromo-5-(4-fluorophenyl)isoxazole)

3-Bromo-5-(4-fluorophenyl)isoxazole is a halogenated isoxazole derivative featuring a bromo substituent at the 3-position and a 4-fluorophenyl group at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of both bromine and fluorine enhances its reactivity, making it suitable for cross-coupling reactions, nucleophilic substitutions, and further functionalization. Its stable isoxazole core contributes to structural diversity in medicinal chemistry, while the electron-withdrawing fluorophenyl group can influence binding affinity in bioactive molecules. The compound is typically handled under controlled conditions due to its sensitivity.
3-Bromo-5-(4-fluorophenyl)isoxazole structure
903130-97-2 structure
Product Name:3-Bromo-5-(4-fluorophenyl)isoxazole
CAS No:903130-97-2
MF:C9H5BrFNO
MW:242.044504880905
MDL:MFCD06660142
CID:1071016
PubChem ID:329826523
Update Time:2025-06-13

3-Bromo-5-(4-fluorophenyl)isoxazole Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-(4-fluorophenyl)isoxazole
    • 3-bromo-5-(4-fluorophenyl)-1,2-oxazole
    • PC1180
    • 903130-97-2
    • CS-0206191
    • s12204
    • A922440
    • MFCD06660142
    • AKOS015836085
    • BS-29634
    • DTXSID30376826
    • J-511962
    • SY078226
    • SCHEMBL20507189
    • FT-0685295
    • DB-078642
    • MDL: MFCD06660142
    • Inchi: 1S/C9H5BrFNO/c10-9-5-8(13-12-9)6-1-3-7(11)4-2-6/h1-5H
    • InChI Key: PZNNZGICSJRAMW-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C2C=CC(=CC=2)F)ON=1

Computed Properties

  • Exact Mass: 240.95400
  • Monoisotopic Mass: 240.954
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 173
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.7
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • Density: 1.601
  • Boiling Point: 317.1°C at 760 mmHg
  • Flash Point: 145.6°C
  • Refractive Index: 1.56
  • PSA: 26.03000
  • LogP: 3.24320

3-Bromo-5-(4-fluorophenyl)isoxazole Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi Xn

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Additional information on 3-Bromo-5-(4-fluorophenyl)isoxazole

Recent Advances in the Study of 3-Bromo-5-(4-fluorophenyl)isoxazole (CAS: 903130-97-2)

3-Bromo-5-(4-fluorophenyl)isoxazole (CAS: 903130-97-2) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its isoxazole core and halogenated phenyl substituent, has been explored for its pharmacological properties, particularly in the context of kinase inhibition and anti-inflammatory activity. Recent studies have focused on its synthesis, structural modifications, and biological evaluations, shedding light on its therapeutic potential.

A recent study published in the Journal of Medicinal Chemistry investigated the role of 3-Bromo-5-(4-fluorophenyl)isoxazole as a scaffold for developing selective kinase inhibitors. The researchers utilized a structure-activity relationship (SAR) approach to modify the compound's core structure, leading to the identification of derivatives with enhanced inhibitory activity against specific kinases implicated in cancer progression. The study highlighted the compound's ability to bind to the ATP-binding site of kinases, making it a promising candidate for further optimization.

In another study, researchers explored the anti-inflammatory properties of 3-Bromo-5-(4-fluorophenyl)isoxazole. The compound was found to modulate the NF-κB signaling pathway, a key regulator of inflammatory responses. In vitro and in vivo experiments demonstrated that the compound significantly reduced the production of pro-inflammatory cytokines, such as TNF-α and IL-6, suggesting its potential as a lead compound for developing novel anti-inflammatory agents. The study also emphasized the compound's favorable pharmacokinetic profile, including good oral bioavailability and metabolic stability.

The synthesis of 3-Bromo-5-(4-fluorophenyl)isoxazole has also been a focus of recent research. A team of chemists developed a novel, scalable synthetic route that improved the yield and purity of the compound. The new method involved a one-pot cyclization reaction, which significantly reduced the number of steps and minimized the use of hazardous reagents. This advancement is expected to facilitate the large-scale production of the compound for further pharmacological studies.

Despite these promising findings, challenges remain in the development of 3-Bromo-5-(4-fluorophenyl)isoxazole as a therapeutic agent. Issues such as off-target effects and potential toxicity need to be addressed through comprehensive preclinical studies. Future research directions may include the exploration of additional structural modifications to enhance selectivity and efficacy, as well as the evaluation of the compound's potential in combination therapies.

In conclusion, 3-Bromo-5-(4-fluorophenyl)isoxazole (CAS: 903130-97-2) represents a versatile scaffold with significant potential in drug discovery. Recent studies have elucidated its pharmacological properties and synthetic accessibility, paving the way for its further development as a therapeutic agent. Continued research efforts will be essential to fully realize its clinical potential and address existing challenges.

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