title: Synthesis and structure-activity relationship on anticonvulsant aryl semicarbazones.
abstract: Seven series of various substituted aryl semicarbazones were synthesized and evaluated for anticonvulsant activity in the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ) induced seizure threshold tests. A comprehensive structure-activity relationship was derived comparing the substituents on the aryl ring and in the carbimino terminal. Generally the order of activity was 4-F > 2-Br = 3-Br = 4-Cl > 4-CH(3) > 4-Br > 3-Cl > 3-CH(3) with respect to the primary aryl group. Most of the compounds exhibited activity both in the MES and scPTZ screens. The 4-fluorophenyl substituted semicarbazones (5a-5y) emerged as the most potent compounds exhibiting anticonvulsant activity in mouse intraperitoneal (i.p.) and rat per oral (p.o.) MES, scPTZ and psychomotor seizure (6 Hz) screens.
authors.affiliation: Medicinal Chemistry Research Laboratory, Pharmacy Group, Birla Institute of Technology and Science, Pilani-333031, India.
authors.forename: P
authors.initials: P
authors.lastname: Yogeeswari
authors.forename: J V
authors.initials: JV
authors.lastname: Ragavendran
authors.forename: R
authors.initials: R
authors.lastname: Thirumurugan
authors.forename: S
authors.initials: S
authors.lastname: Induja
authors.forename: D
authors.initials: D
authors.lastname: Sriram
authors.forename: J P
authors.initials: JP
authors.lastname: Stables
mesh_terms: D000818:Animals; D000927:Anticonvulsants / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000627:therapeutic use*; D001665:Binding Sites; D004597:Electroshock; D007279:Injections, Subcutaneous; D051379:Mice; D010433:Pentylenetetrazole / Q000008:administration & dosage; D051381:Rats; D012640:Seizures / Q000139:chemically induced / Q000188:drug therapy*; D012664:Semicarbazones / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000627:therapeutic use*; D013329:Structure-Activity Relationship
chemical_list: D000927:Anticonvulsants; D012664:Semicarbazones; D010433:Pentylenetetrazole