Synthesis of isatin semicarbazones as novel anticonvulsants--role of hydrogen bonding.

摘要: Purpose: A series of substituted isatin semicar- bazones and related bioisosteric hydrazones were designed synthesised to meet the structural requirements essen- tial for anticonvulsant properties. Methods: The struc- tures all compounds confirmed by means infrared, proton magnetic resonance spectros- copy elemental analyses. All eval- uated their activity maximal electroshock (MES), subcutaneous metrazol (ScMet) strychnine (ScSty) induced seizure methods neurotoxic effects determined rotorod test. Results: number semicarbazones exhib- ited significant protection after intraperitoneal administra- tion at dose 100 300mg/kg. Some them showed good in MES test rats per oral administration 30mg/kg. hydrazone derivatives inactive tests. Compound 6-chloroisatin-3- (4-bromophenyl)-semicarba- zone has emerged as most active analogue showing three tests was more than phenytoin valproic acid. Conclusions: results evidenced importance hydrogen bond- ing suggested a new pharmacophore model with four binding sites essential activity.