New anticonvulsants: Schiff bases of gamma-aminobutyric acid and gamma-aminobutyramide.
Schiff bases of gamma-aminobutyric acid (gammaAbu) and gamma-aminobutyramide (gammaAbuNH2) were prepared and tested for anticonvulsant and gammaAbu mimetic activity. 4-[[(4-Chlorophenyl)(5-fluoro-2-hydroxyphenyl)methylene]amino]butanoic acid monosodium salt (4) and 4-[[(4-chlorophenyl)(5-fluoro-2-hydroxyphenyl)methylene]amino]butanamide (5) blocked bicuculline-induced lethality and convulsions and displaced [3H]gammaAbu from its membrane binding sites. In the rat dorsal root sensory ganglion, compound 4 exhibited gammaAbu agonist properties. Compounds 4 and 5 are thus anticonvulsants and directly acting gammaAbu mimetics.
D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis*; D001640:Bicuculline / Q000037:antagonists & inhibitors; D001921:Brain / Q000378:metabolism; D002531:Cerebellum / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D005727:Ganglia, Spinal / Q000187:drug effects; D006801:Humans; D066298:In Vitro Techniques; D007928:Lethal Dose 50; D008297:Male; D051379:Mice; D051381:Rats; D012545:Schiff Bases / Q000138:chemical synthesis / Q000494:pharmacology; D005680:gamma-Aminobutyric Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology
D000927:Anticonvulsants; D012545:Schiff Bases; D005680:gamma-Aminobutyric Acid; D001640:Bicuculline