title: Imidazolylchromanone oxime ethers as potential anticonvulsant agents: Anticonvulsive evaluation in PTZ-kindling model of epilepsy and SAR study.
abstract: As a continuation of our efforts to develop the azolylchromanone derivatives as potential anticonvulsant agents, we explored (Z)- and (E)-oxime ether derivatives of imidazolylchromanones bearing different lipophilic O-benzyl groups and tested their anticonvulsant activities in PTZ-kindling model of epilepsy. O-(2,4-Dichlorobenzyl) oximes 8a, 16a and 20a were significantly effective in delaying the onset of the PTZ-evoked seizures at the dose of 30mg/kg in kindled animals. The most effective compounds in delaying seizures were 7-chlorochromanone-O-(2,4-dichlorobenzyl) oximes 8a and 20a. SAR studies showed that introduction of a chlorine atom to the 7-position and/or a methyl group to the 2-position of the chroman ring resulted in an improvement of anti-seizure efficacy in O-(2,4-dichlorobenzyl) oxime series.
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran. sd_emami@yahoo.com
authors.forename: Saeed
authors.initials: S
authors.lastname: Emami
authors.forename: Abbas
authors.initials: A
authors.lastname: Kebriaeezadeh
authors.forename: Nematollah
authors.initials: N
authors.lastname: Ahangar
authors.forename: Reza
authors.initials: R
authors.lastname: Khorasani
mesh_terms: D000818:Animals; D000927:Anticonvulsants / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use*; D001578:Benzopyrans / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use*; D004827:Epilepsy / Q000139:chemically induced / Q000188:drug therapy*; D006801:Humans; D007696:Kindling, Neurologic / Q000187:drug effects; D010091:Oximes / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use*; D010433:Pentylenetetrazole; D051381:Rats; D012640:Seizures / Q000188:drug therapy; D013329:Structure-Activity Relationship
chemical_list: D000927:Anticonvulsants; D001578:Benzopyrans; D010091:Oximes; D010433:Pentylenetetrazole