Synthesis of Some 1, 3, 4- Oxadizole Derivatives from Naproxen and Acetyl Chloride

Abstract<br /> A seriers of 1, 3, 4-oxadiazol-2-thion were synthesized by the reaction of naproxen (or acetyl) amino acid hydrazides (glycine, valine, leucine, isoleucine and tyrosine) with carbon disulphide in alkaline medium. The reaction of naproxen (or acetyl) amino acid hydrazides were treated with p-chloro benzaldehyde to give hydrazone, the hydrazones were then cyclized with lead dioxide to give 1, 3, 4-oxadiazol-2-aryl. Naproxen amino acid esters were treated with ammonia gas to give naproxen amino acid amids. The synthesized compounds were characterized by physical and spectral analysis.<br /> <br /> Introduction<br /> In the family of heterocyclic compounds, nitrogen containing heterocycles with an oxygen atom are considered to be an important class of compounds in medicinal chemistry because of their interesting diversified biological application. The oxadiazole derivatives have been reported to have various biological activites including anti-microbal (1-3), anticancer (4, 5), anti inflammatory (6), anti-infective (7), and anti HIV (8). Substituted oxadiazole moiety has also been found to have other important activites such as antiviral (9), antifungal (10-12), antimycobacterial (13), anticouvulsant (14), antitumor (15), antimarlarial (16), and anti-hepatitis B viral activities (17). Substituted 1, 3, 4- oxadiazoles exhibit antibacterial (18-19), pesticidal (20) and analgesic activities (21-22). This paper describes the synthesis of new heterocyclic systems containing 1, 3, 4- oxadiazoles linked with naproxen.