Cas no 517870-16-5 (methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate)

Methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate is a fluorinated oxazole derivative with applications in pharmaceutical and agrochemical research. The compound features a 1,2-oxazole (isoxazole) core substituted with a 4-fluorophenyl group at the 5-position and a methoxycarbonyl group at the 3-position, enhancing its utility as a versatile intermediate. Its structural motif is valuable in medicinal chemistry for designing bioactive molecules, particularly due to the fluorine atom's influence on pharmacokinetics and binding affinity. The ester functionality allows further derivatization, making it a flexible building block for synthesizing heterocyclic compounds. High purity and well-defined reactivity support its use in targeted synthetic pathways.
methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate structure
517870-16-5 structure
Product Name:methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate
CAS No:517870-16-5
MF:C11H8FNO3
MW:221.184526443481
MDL:MFCD03778969
CID:3029081
PubChem ID:1284520
Update Time:2025-08-05

methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 5-(4-氟苯基)異噁唑-3-羧酸甲酯
    • methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate
    • methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate
    • 5-(4-Fluoro-phenyl)-isoxazole-3-carboxylic acid methyl ester
    • STK775640
    • SY267633
    • methyl5-(4-fluorophenyl)isoxazole-3-carboxylate
    • 3-Isoxazolecarboxylic acid, 5-(4-fluorophenyl)-, methyl ester
    • Methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate, AldrichCPR
    • AKOS001689628
    • methyl 5-(4-fluorophenyl)-3-isoxazolecarboxylate
    • MFCD03778969
    • EN300-198752
    • CCG-309972
    • DTXSID601182891
    • CS-0302041
    • SCHEMBL19814196
    • NBLMSLSUZWYTFT-UHFFFAOYSA-N
    • 517870-16-5
    • F2161-0009
    • MDL: MFCD03778969
    • Inchi: 1S/C11H8FNO3/c1-15-11(14)9-6-10(16-13-9)7-2-4-8(12)5-3-7/h2-6H,1H3
    • InChI Key: NBLMSLSUZWYTFT-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1=CC(C(=O)OC)=NO1

Computed Properties

  • Exact Mass: 221.04882128g/mol
  • Monoisotopic Mass: 221.04882128g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 254
  • 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: 2.3
  • Topological Polar Surface Area: 52.3

methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate Security Information

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Additional information on methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate

Methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate (CAS No. 517870-16-5): A Comprehensive Overview

Methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate (CAS No. 517870-16-5) is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry due to its unique structural properties and potential biological activities. This compound belongs to the oxazole class of molecules, which are known for their broad spectrum of biological interactions. The presence of a fluorophenyl substituent in its structure enhances its pharmacological profile, making it a valuable scaffold for drug discovery and development.

The chemical structure of methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate consists of an oxazole ring fused with a carboxylate group and a fluorinated aromatic ring. This arrangement imparts specific electronic and steric properties that can influence its interactions with biological targets. The fluorine atom in the 4-fluorophenyl moiety is particularly noteworthy, as fluorine substitution often enhances metabolic stability and binding affinity in drug molecules.

In recent years, there has been a growing interest in oxazole derivatives as potential therapeutic agents. Oxazoles are five-membered heterocycles containing one oxygen and two carbon atoms, and they exhibit a wide range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. The incorporation of a fluorophenyl group into the oxazole core further modulates its pharmacological effects, making it an attractive candidate for further investigation.

One of the most compelling aspects of methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate is its potential as a lead compound for the development of novel drugs. Researchers have been exploring its biological activity by evaluating its interactions with various enzymes and receptors. Preliminary studies suggest that this compound may exhibit inhibitory effects on certain kinases and other targets relevant to cancer therapy. These findings align with the broader trend in medicinal chemistry towards designing molecules with multiple functional groups to enhance their therapeutic potential.

The synthesis of methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The key steps typically include the formation of the oxazole ring followed by functionalization with the fluorophenyl substituent and the carboxylate group. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to achieve regioselective modifications of the oxazole core.

The role of computational chemistry in the study of methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate cannot be overstated. Molecular modeling techniques have been used to predict the binding modes of this compound with potential biological targets. These simulations provide valuable insights into the interactions between the molecule and its targets, helping to guide the design of more effective derivatives.

In addition to its pharmaceutical applications, methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate has shown promise in material science. Its unique structural features make it a suitable candidate for developing novel materials with specific optical and electronic properties. For instance, researchers have explored its use in organic light-emitting diodes (OLEDs) due to its ability to undergo efficient energy transfer and emission.

The future directions for research on methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate are multifaceted. Further investigation into its biological activity is warranted to identify new therapeutic applications. Additionally, exploring synthetic pathways that improve yield and sustainability will be crucial for large-scale production. Collaborative efforts between synthetic chemists and biologists will be essential to fully realize the potential of this compound.

In conclusion, methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate (CAS No. 517870-16-5) is a versatile compound with significant implications in pharmaceutical chemistry and material science. Its unique structure and functional groups make it an attractive scaffold for drug discovery and development. As research continues to uncover new applications for this molecule, it is likely to play an increasingly important role in addressing various scientific and medical challenges.

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