Synthesis and structure elucidation of some new hydrazones and oxadiazolines: anticonvulsant activities of 2-(3-acetyloxy-2-naphthyl)-4-acetyl-5-substituted-1,3,4-oxadiazolines

We have synthesized new compounds, which have the structures of 3-hydroxy-2 -naphthoic acid (substitutedmethylene)-hydrazides and 2-(3-acetyloxy-2-naph thyl)-4-acetyl-5-substituted-1,3,4-oxadiazolines to establish their anticon vulsant activities. Twelve compounds were original. Hydrazones were obtaine d by condensation of 3-hydroxy-2-naphthoic acid hydrazide with appropriate aldehydes. Cyclization of the hydrazones in the presence of acetic anhydrid e gave oxadiazolines. The structures of these substances were confirmed the ir sharp melting points, elementary analysis, UV,H- 1-NMR and mass spectral methods. When evaluated for anticonvulsant activities in mice, the protect ion afforded by oxadiozolines against pentylenetetrazole-induced convulsion s ranged from 0 to 60%. Med Sci Res 26:755-758 (C) 1998 Lippincott Williams & Willkins.