• 1. Suzuki–Miyaura cross coupling reactions with Phenoldiazonium salts
  Bernd Schmidt,Frank H?lter Org. Biomol. Chem. 2011 9 4914

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives

Recent Advances in the Study of 5-(4-Fluorophenyl)-2-hydroxybenzoic Acid (CAS: 22510-33-4) in Chemical Biology and Pharmaceutical Research

5-(4-Fluorophenyl)-2-hydroxybenzoic acid (CAS: 22510-33-4) is a fluorinated derivative of salicylic acid that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. This compound, characterized by the presence of a fluorine atom at the para position of the phenyl ring, exhibits unique physicochemical properties that make it a promising candidate for various therapeutic interventions. Recent studies have explored its role as a building block for novel drug molecules, particularly in the context of anti-inflammatory, antimicrobial, and anticancer agents.

A 2023 study published in the Journal of Medicinal Chemistry investigated the synthesis and biological evaluation of 5-(4-fluorophenyl)-2-hydroxybenzoic acid derivatives as potential COX-2 inhibitors. The researchers utilized a structure-activity relationship (SAR) approach to modify the core structure, leading to the identification of several analogs with enhanced selectivity and potency. The study highlighted the importance of the fluorine substituent in improving metabolic stability and binding affinity to the COX-2 enzyme, suggesting its potential as a scaffold for developing next-generation anti-inflammatory drugs.

In the field of antimicrobial research, a recent preprint on bioRxiv reported the antibacterial activity of 5-(4-fluorophenyl)-2-hydroxybenzoic acid against multidrug-resistant Staphylococcus aureus (MRSA). The compound demonstrated moderate inhibitory effects on bacterial growth, with a minimum inhibitory concentration (MIC) of 32 μg/mL. Further mechanistic studies revealed that the compound interferes with bacterial cell wall synthesis by targeting key enzymes involved in peptidoglycan biosynthesis. These findings open new avenues for the development of fluorinated benzoic acid derivatives as adjuvants in combination therapies against resistant bacterial strains.

Another notable advancement comes from a 2024 study in ACS Chemical Biology, where researchers explored the use of 5-(4-fluorophenyl)-2-hydroxybenzoic acid as a chemical probe to study protein-protein interactions in cancer signaling pathways. The compound was found to selectively bind to the PDZ domain of certain oncogenic proteins, disrupting their interaction with downstream effectors. This discovery provides a valuable tool for understanding the molecular mechanisms of cancer progression and could lead to the development of targeted therapies.

From a pharmaceutical development perspective, recent pharmacokinetic studies have shed light on the metabolic fate of 5-(4-fluorophenyl)-2-hydroxybenzoic acid. A 2023 paper in Drug Metabolism and Disposition reported that the compound undergoes extensive glucuronidation in the liver, with a plasma half-life of approximately 4.5 hours in rodent models. These findings have important implications for dosage regimen design and formulation strategies when developing drugs based on this chemical scaffold.

Looking forward, the unique properties of 5-(4-fluorophenyl)-2-hydroxybenzoic acid continue to inspire innovative research across multiple therapeutic areas. Current challenges include improving its bioavailability and target specificity, which are active areas of investigation. Several pharmaceutical companies have included derivatives of this compound in their preclinical pipelines, particularly for inflammatory and oncological indications. As research progresses, we anticipate seeing more clinical applications emerge for this versatile chemical entity in the coming years.

• 1214367-30-2(4-(3-fluorophenyl)-2-hydroxybenzoic acid)
• 1261903-87-0(4-(4-Fluoro-2-hydroxyphenyl)-2-hydroxybenzoic acid)
• 887576-75-2(3',4'-Difluoro-4-hydroxy-1,1'-biphenyl-3-carboxylic Acid)
• 1261958-14-8(2-(3-Carboxy-5-fluorophenyl)phenol)
• 1225847-06-2(4-(5-fluoro-2-hydroxyphenyl)benzoic Acid)
• 22494-43-5(3'-fluoro-4-hydroxy-3-biphenylcarboxylic Acid)
• 1261888-35-0(4-(3-Carboxy-5-fluorophenyl)-2-methylphenol)
• 1261889-41-1(3-(4-Fluoro-2-hydroxyphenyl)benzoic acid)
• 1261898-28-5(5-(3-Carboxy-5-fluorophenyl)-2-formylphenol)
• 67531-84-4(4-(4-Fluorophenyl)-2-hydroxybenzoic acid)