2-CHLORO-5-FLUORO-3-HYDROXYPYRIDINE CAS:884494-35-3

2-Chloro-5-fluoro-3-hydroxypyridine is a significant organic compound characterized by the molecular formula C6H5ClFNO. Its structure consists of a pyridine ring that boasts three notable substituents: a chlorine atom at the 2-position, a fluorine atom at the 5-position, and a hydroxyl group (-OH) at the 3-position. This specific arrangement of functional groups imparts distinct electronic and steric properties to the molecule, enhancing its utility in organic synthesis and medicinal chemistry. The chlorine and fluorine substituents introduce strong electronegative characteristics to the pyridine ring, leading to increased electrophilicity. This enhanced electrophilicity makes 2-chloro-5-fluoro-3-hydroxypyridine a prime candidate for nucleophilic substitution reactions. The presence of the hydroxyl group further contributes to the compound's reactivity, allowing it to participate in hydrogen bonding and influencing its solubility and interaction with biological targets. In medicinal chemistry, derivatives of 2-chloro-5-fluoro-3-hydroxypyridine have gained attention due to their potential pharmacological activities. Compounds of this class may exhibit antimicrobial, anti-inflammatory, or anticancer properties, highlighting their relevance in drug development. Researchers actively explore the structure-activity relationships (SAR) associated with these compounds to identify promising leads for new therapeutic agents. Moreover, the versatility of 2-chloro-5-fluoro-3-hydroxypyridine extends beyond pharmaceuticals. Its reactive nature facilitates the production of specialized materials, such as advanced polymers and agrochemicals, which can be utilized in various industrial applications. In conclusion, 2-chloro-5-fluoro-3-hydroxypyridine exemplifies the significance of halogenated pyridine derivatives in contemporary organic chemistry. Its unique combination of reactivity, biological activity potential, and ability to serve as a building block in diverse synthetic pathways continues to drive research aimed at discovering innovative compounds, ultimately contributing to advancements in both drug discovery and material science.