Synthesis, Crystal Structure and Biological Activities of Naproxen-eugenol Ester Prodrug

The prodrug, naproxen-eugenol ester, was synthesized by acyl chloride method with naproxen and eugenol as the raw materials. The structure was identified by proton nuclear magnetic resonance（~H NMR）, mass spectrometry（MS）, infrared spectrometry（IR） and X-ray diffraction. The compound was crystallized in the or- thorhombic system, space group P21212t with unit cell dimensions a=0.60563（12） nm, b=1.0234（2） nm, c=3.2654（7） nm, a=90°, β=90°, γ=90°, V=2.0240（7） nm3, Z=4. Calculated density 1.235 Mg/m3; absorption coefficient： 0.083 mm-1; F（000）=800; final R1=0.0564. The analgesic activity and anti-inflammatory were similar to those of naproxen, and the results of ulcerogenic activity indicate that the prodrug can significantly decrease the irritation after oral ad- ministration.