CAS 10441-53-9

2-(2-Naphthyl)-2-hydroxypropanoic acid, also known as naproxen, is a nonsteroidal anti-inflammatory drug (NSAID) commonly used for its analgesic and anti-inflammatory properties. It is characterized by its naphthalene ring structure, which contributes to its hydrophobic nature, and a hydroxyl group that enhances its solubility in biological systems. The compound typically appears as a white to off-white crystalline powder and has a moderate melting point. It is soluble in organic solvents like ethanol and methanol but has limited solubility in water. The presence of the carboxylic acid functional group allows it to participate in acid-base reactions, making it a weak acid. Its mechanism of action primarily involves the inhibition of cyclooxygenase enzymes, leading to a decrease in the synthesis of prostaglandins, which are mediators of inflammation and pain. Due to its pharmacological properties, it is widely used in the treatment of conditions such as arthritis, menstrual pain, and other inflammatory disorders. Safety and efficacy profiles are well-documented, although potential side effects include gastrointestinal discomfort and cardiovascular risks.