Synthesis and Anticonvulsant Activity of 5-Chloro-2(3H)-benzoxazolinone-3-acetyl-2-(o/p-substituted benzal) hydrazone Derivatives

Gokce M., Geciken A. E., YILDIRIM E., Tosun A. U.

ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, cilt.58, sa.11, ss.537-542, 2008 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 58 Sayı: 11
  • Basım Tarihi: 2008
  • Doi Numarası: 10.1055/s-0031-1296554
  • Dergi Adı: ARZNEIMITTELFORSCHUNG-DRUG RESEARCH
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.537-542
  • Anahtar Kelimeler: Anticonvulsant drugs, 5-Chloro-2(3H)-benzoxazolinones, acetohydrazide, anticonvulsant activity, benzal hydrazones, synthesis, ANTIINFLAMMATORY ACTIVITY, ANTINOCICEPTIVE ACTIVITY, MANNICH-BASES, 2(3H)-BENZOXAZOLONE, DESIGN, SEMICARBAZONES, PHENYTOIN
  • Eskişehir Osmangazi Üniversitesi Adresli: Evet

Özet

It is well known that some hydrazone derivatives of both 2-oxobenzoxazoline and 2-oxobenzothiazoline exhibit potent anticonvulsant activity. In order to investigate the effects of structural modifications on the biological properties, 14 new hydrazones of 5-chloro-2(3H)-benzoxazolinone-3-acetyl hydrazide were synthesized. The chemical structures of the synthesized compounds were established by III, H-1-NMR spectral analyses and elementary analyses. The anticonvulsant activities of the title compounds were tested by the penthylenetetrazole induced seizure test. 5-Chloro-2(3H)-benzoxazolinone-3-acetyl-2-(o-methoxy- benzaldehyde)-hydrazone 4d, 5-chloro2(3H)-benzoxazolinone-3-acetyl-2- (o-methybenzaldehyde)-hydrazone 4g, 5-chloro-2(3H)-benzoxazolinone-3- acetyl-2-(p-methylbenzaldehyde)-hydrazone 4h, 5-chloro-2(3H)-benzoxazolinone-3-acetyl-2-(p-nitrobenzaldehyde)-hydrazone 4m, and 5-chloro-2(3H)-benzoxazolinone-3-acetyl-2-(p-dimethylamino- benzaldehyde)-hydrazone 4n were found more active than phenytoin (CAS 57-41-0) in the tests.