• 1. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
  Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
• 2. An investigation on the second-order nonlinear optical response of cationic bipyridine or phenanthroline iridium(iii) complexes bearing cyclometallated 2-phenylpyridines with a triphenylamine substituent?
  David B. Cordes,Alexandra M. Z. Slawin,Stefania Righetto,Denis Jacquemin,Eli Zysman-Colman,Véronique Guerchais Dalton Trans., 2018,47, 8292-8300
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  Kathrin Kutlescha,Rhett Kempe New J. Chem., 2010,34, 1954-1960
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  Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
• 5. An AuNPs-functionalized AlGaN/GaN high electron mobility transistor sensor for ultrasensitive detection of TNT?
  Ying Li,Weirong Yao,Yunfei Xie,Renjun Pei RSC Adv., 2015,5, 98724-98729

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Fluorobenzenes

Comprehensive Overview of 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid (CAS No. 33282-24-5)

5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid (CAS No. 33282-24-5) is a fluorinated heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This oxazole derivative is characterized by its unique molecular structure, combining a fluorophenyl moiety with a carboxylic acid-functionalized oxazole ring. The presence of both fluorine and the oxazole scaffold makes this compound a valuable building block in medicinal chemistry, particularly in the design of bioactive molecules targeting inflammation, metabolic disorders, and infectious diseases.

Recent studies highlight the growing demand for fluorinated heterocycles like 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid due to their enhanced metabolic stability and bioavailability. Researchers are actively exploring its applications in drug discovery, especially in kinase inhibitors and GPCR modulators. The compound's carboxylic acid group allows for facile derivatization, enabling the synthesis of esters, amides, and other derivatives with tailored properties. This versatility aligns with current trends in fragment-based drug design (FBDD), where small, synthetically tractable molecules serve as starting points for lead optimization.

From a synthetic chemistry perspective, CAS 33282-24-5 exemplifies the importance of regioselective functionalization in heterocyclic systems. The 4-fluorophenyl substituent at the 5-position of the oxazole ring influences electronic distribution, affecting reactivity in cross-coupling reactions—a hot topic in green chemistry discussions. Modern synthetic protocols emphasize catalytic methods using palladium or copper complexes to further modify this scaffold while minimizing waste, addressing the pharmaceutical industry's push toward sustainable synthesis.

Analytical characterization of 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid typically involves advanced techniques such as HPLC-MS and NMR spectroscopy, with particular attention to the ¹⁹F NMR signal (δ ~ -110 ppm) for quality control. These methods are critical given the compound's role as a high-purity intermediate in API manufacturing. The rise of continuous flow chemistry has also impacted its production, allowing for safer handling of reactive intermediates and improved scalability—key concerns voiced in process chemistry forums.

In material science, this oxazole derivative shows promise as a precursor for organic electronic materials. Its conjugated system and ability to form stable anions make it interesting for OLED applications, coinciding with the booming interest in flexible displays. Computational studies (DFT calculations) predict favorable HOMO-LUMO gaps when incorporated into π-extended systems, a frequent subject in computational chemistry publications.

The stability profile of 33282-24-5 under various pH conditions has been extensively studied, revealing optimal storage at 2-8°C in amber glass—information highly sought after in chemical database queries. Its lipophilicity (clogP ~2.1) and hydrogen bonding capacity make it a frequent subject in QSAR modeling tutorials, reflecting the compound's didactic value in cheminformatics education.

Patent analysis shows increasing claims incorporating 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid derivatives, particularly in antiviral and anticancer applications—a trend mirroring post-pandemic research priorities. However, its use remains strictly non-clinical, with no approved drugs containing this core as of 2024. This aligns with frequent search queries about preclinical candidates and scaffold hopping strategies in medicinal chemistry.

Environmental fate studies indicate that CAS 33282-24-5 undergoes photodegradation in aqueous systems, with half-lives varying by irradiation conditions—data increasingly requested for REACH compliance. The fluorine atom's impact on biodegradation pathways remains an active research area, especially given regulatory shifts toward PFAS alternatives in industrial chemistry.

In conclusion, 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid represents a multifaceted compound bridging pharmaceutical innovation and sustainable chemistry. Its structural features and synthetic accessibility continue to inspire research across disciplines, from small molecule therapeutics to advanced materials—making it a perennial subject in scientific literature and database searches.

• 33282-21-2(5-(4-Methylphenyl)isoxazole-3-carboxylic Acid)
• 109558-73-8(5-{[1,1'-biphenyl]-4-yl}-1,2-oxazole-3-carboxylic acid)
• 745078-94-8(3-ISOXAZOLECARBOXYLIC ACID, 5,5'-[1,1'-BIPHENYL]-3,3'-DIYLBIS-)
• 1083224-23-0(5-(2,4-difluorophenyl)-1,2-oxazole-3-carboxylic acid)
• 1017513-51-7(5-(3,4-difluorophenyl)-1,2-oxazole-3-carboxylic acid)
• 668970-73-8(5-(2-fluorophenyl)-1,2-oxazole-3-carboxylic Acid)
• 517870-16-5(methyl 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate)
• 1803587-52-1(methyl 5-(3-fluorophenyl)-1,2-oxazole-3-carboxylate)
• 885958-97-4(5-(3,5-difluorophenyl)-1,2-oxazole-3-carboxylic acid)
• 1188032-12-3(5-(3-Fluorophenyl)-3-isoxazolecarboxylic Acid)