title: Synthesis and anticonvulsant activity of some substituted lactams and amides.
abstract: Thirteen derivatives of 3-phenyl-2-piperidinone were synthesized and evaluated for anticonvulsant activity. The most active compounds from this group included two simple lactams, 3-hydroxy-1-methyl-3-phenyl-2-piperidinone and 3-methoxy-3-phenyl-2-piperidinone, and two N-ethoxycarbonyl lactams, 1-(ethoxycarbonyl)-3-hydroxy-3-phenyl-2-piperidinone and 1-(ethoxycarbonyl)-3-methoxy-3-phenyl-2-piperidinone, whose anticonvulsant activity was comparable to or better than that for valproic acid. Four related acyclic amides were also prepared, but these were essentially inactive as anticonvulsants.
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000627:therapeutic use; D055598:Chemical Phenomena; D002621:Chemistry; D007769:Lactams / Q000138:chemical synthesis*; D051379:Mice; D010880:Piperidines / Q000627:therapeutic use; D012640:Seizures / Q000188:drug therapy; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D000927:Anticonvulsants; D007769:Lactams; D010880:Piperidines; C040372:1-(ethoxycarbonyl)-3-hydroxy-3-phenyl-2-piperidinone; C040370:3-hydroxy-1-methyl-3-phenyl-2-piperidinone; C040371:3-methoxy-3-phenyl-2-piperidinone; C040373:1-(ethoxycarbonyl)-3-methoxy-3-phenyl-2-piperidinone