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Introduction to CAS No. 152940-51-7: 2-(4-Fluoro-phenyl)-oxazole-4-carbaldehyde

The compound CAS No. 152940-51-7, commonly referred to as 2-(4-fluoro-phenyl)-oxazole-4-carbaldehyde, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug discovery and material science. The molecule consists of an oxazole ring, a heterocyclic structure, with a fluoro-substituted phenyl group at the 2-position and an aldehyde group at the 4-position, making it a versatile building block for various chemical reactions.

Recent studies have highlighted the importance of oxazole derivatives in medicinal chemistry, particularly in the development of bioactive compounds with potential therapeutic applications. The presence of the fluoro group in this compound adds electronic diversity, enhancing its reactivity and making it a valuable substrate for further functionalization. Researchers have explored its role in inhibiting key enzymes associated with neurodegenerative diseases, such as acetylcholinesterase (AChE), which is implicated in Alzheimer's disease.

The synthesis of 2-(4-fluoro-phenyl)-oxazole-4-carbaldehyde involves a multi-step process that typically begins with the preparation of the oxazole ring system. This is often achieved through cyclization reactions involving β-keto esters or related precursors under acidic conditions. The introduction of the fluoro-substituted phenyl group is accomplished via nucleophilic aromatic substitution or coupling reactions, depending on the specific synthetic pathway employed.

In terms of pharmacological activity, this compound has shown promise as a potential lead molecule for anti-inflammatory and anticancer drug development. Studies have demonstrated its ability to modulate inflammatory pathways by inhibiting cyclooxygenase (COX) enzymes, which are key players in inflammation and pain signaling. Additionally, preliminary in vitro assays have indicated its cytotoxic effects on various cancer cell lines, suggesting its potential role in anticancer therapy.

The structural flexibility of CAS No. 152940-51-7 allows for further chemical modifications, enabling researchers to explore its derivatives for enhanced bioavailability and efficacy. For instance, substituting the aldehyde group with other functional groups such as hydroxyl or methoxy groups has been shown to improve solubility and reduce toxicity without compromising bioactivity.

From a chemical synthesis perspective, this compound serves as an excellent platform for exploring novel synthetic methodologies and reaction mechanisms. Its reactivity under different conditions has been extensively studied, providing insights into the behavior of oxazole-based systems in various chemical transformations.

In conclusion, CAS No. 152940-51-7, or 2-(4-fluoro-phenyl)-oxazole-4-carbaldehyde, represents a valuable molecule with diverse applications across multiple disciplines. Its unique structure, coupled with recent advancements in its pharmacological profile and synthetic accessibility, positions it as a promising candidate for future research and development in the fields of drug discovery and materials science.

• 885273-15-4(2-(3-chlorophenyl)-1,3-oxazole-4-carbaldehyde)
• 885273-23-4(2-(3-ethylphenyl)-1,3-oxazole-4-carbaldehyde)
• 885273-32-5(2-(3,4-dimethylphenyl)-1,3-oxazole-4-carbaldehyde)
• 885268-39-3(2-(4-Fluorophenyl)oxazole)
• 154136-88-6(2-(2-methylphenyl)-1,3-oxazole-4-carbaldehyde)
• 885272-89-9(4-Oxazolemethanamine,2-(4-fluorophenyl)-)
• 885272-95-7(2-(3-fluorophenyl)-1,3-oxazole-4-carbaldehyde)
• 885273-00-7(4-Oxazolemethanamine,2-(3-fluorophenyl)-)
• 885273-80-3(4-Oxazolemethanol,2-(4-fluorophenyl)-)
• 154136-89-7(4-Oxazolecarboxaldehyde,2-(3-methylphenyl)-)