Synthesis and pharmacological evaluation of a new homologous series of (+/-)-p-fluoro-phenyl alcohol amide anticonvulsants.
The anticonvulsant activity of a homologous series of (+/-)-p-fluoro-phenyl alcohol amides is described. The compounds (+/-)-2-hydroxy-2-(4'-fluorophenyl)butyramide (2), (+/-)-3-hydroxy-3-(4'-fluorophenyl)pentanamide (4) and (+/-)-4-hydroxy-4-(4'-fluorophenyl)hexanamide (6) were prepared and tested. Compounds 2, 4 and 6 exhibited a similar significant activity in seizures provoked by pentylenetetrazol. Incorporation of fluorine in the para position of the phenyl ring, increased both their potency at the time of the peak drug effect and the duration of their anticonvulsant activity.
Carvajal-Sandoval
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G
Departamento de Bioquímica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, México D. F., México.
Juárez-Carvajal
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E
Cruz-Peinado
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C
Meza-Toledo
S E
SE
D000577:Amides; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000494:pharmacology; D002087:Butyrates / Q000138:chemical synthesis* / Q000494:pharmacology; D002208:Caproates / Q000138:chemical synthesis* / Q000494:pharmacology; D003292:Convulsants / Q000494:pharmacology; D007274:Injections, Intraperitoneal; D008297:Male; D051379:Mice; D010421:Pentanoic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D010433:Pentylenetetrazole / Q000037:antagonists & inhibitors / Q000494:pharmacology; D012640:Seizures / Q000139:chemically induced / Q000517:prevention & control; D013329:Structure-Activity Relationship
D000577:Amides; D000927:Anticonvulsants; D002087:Butyrates; D002208:Caproates; D003292:Convulsants; D010421:Pentanoic Acids; D010433:Pentylenetetrazole