Summary
In this study, some new 3-alkyl-6-arylhexahydropyrimldine-2,4-dione derivatives were
synthesized as anticonvulsant agents. 6-Arylhexahydropyrimidine-2,4-diones which were
used as starting materials in the synthesis of the compounds were prepared in acidic
media by the cyclization of potassium cyanate and the appropriate ureido acids that
were gained by the reaction of β-aminoacids, malonic acid and ammonium acetate. The
structures of the synthesized compounds were confirmed by UV, IR, 1H-NMR and elementary analysis. Their anticonvulsant activities were determined by
maximal electroshock (MES), subcutaneous metra-zol (scMet) and rotorod toxicity tests
for neurological deficits. According to the activity studies, 3-arylalkyl-6-(p-chloro-phenyl)
derivatives were found to be protective against scMet, whereas 6-phenyl derivatives
were not 6-Phenyl-3-(2-mor-pholinoethyl)hexahydropyrimidine-2,4-dione was the only
compound determined to be active against MES at 300 mg/kg dose at half an hour.
Zusammenfassung
Synthese und Bewertung der antikonvulsiven Aktivität von neuen Arylhexahydro-pyrimidin-
2,4- dionen
In dieser Arbeit wurden einige neue Derivate von 3-Alkyl-6-arylhexahydropy-rimidin-2,4-dion
hergestellt. 6-Arylhexa-hydropyrimidin-2,4-dione wurden durch Zyclisierung von Kaliumcyanid
mit den entsprechenden Ureidosäuren in saurer Lösung synthetisiert. Die Ureidosäuren
wurden durch Reaktion von β-Aminosäuren mit Malonsäure und Ammoniumacetat hergestellt.
Die Strukturaufklärung der synthetisierten Verbindungen erfolgte mittels UV-, IR-,
1H-NMR-Spektroskopie sowie Elementaranalyse. Die antikonvulsive Aktivität wurde in
MES- (maximaler Electroschock), ScMet- (subkuta-nes Metrazol) und Rotorod- Toxizitäts-Tests
bestimmt. Die 3-Arylakyl-6-(p-chlo-rophenyl)-Derivate waren im MES-Test wirksam, während
die 6-Phenyl-Derivate unwirksam waren. 6-Phenyl-3-(2-mor-pholinoethyl)hexahydropyrimidin-2,4-dion
war als einzige Verbindung im MES-Test wirksam in einer Dosis von 300 mg/ kg in 30
min.
Key wors
3-Alkyl-6-arylhexahydropy-rimidine-2,4-diones, anticonvulsant activity, synthesis
- Anticonvulsants - Arylhexahydropyrimidine-2,4-diones, anticonvulsant activity, synthesis
