Synthesis of some N-alkoxycarbonyl-N ''-benzoyl-benzamidrazones(p-toluamidrazones) and 1,3,5-trisubstituted 1,2,4-triazole derivatives from N-benzoylimidates and their antimicrobial and anticancer screening studies

Bekircan O., Kahveci B., ÖZGÜMÜŞ O. B.

CHINESE JOURNAL OF CHEMISTRY, vol.25, no.12, pp.1871-1877, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 12
  • Publication Date: 2007
  • Doi Number: 10.1002/cjoc.200790345
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1871-1877
  • Karadeniz Technical University Affiliated: No


Some new N-alkoxycarbonyl-N ''-benzoyl-benzamidrazones (p-toluamidrazones) 3a-3d, and 1,3,5-trisubstituted 1,2,4-triazole 4a-4h derivatives by starting from N-benzoylbenzimidates or N-benzoyl-p-toluimidates. The structures of compounds 3 and 4 were established on the basis of elemental analyses, IR, H-1 NMR, C-13 NMR and UV data. Antimicrobial experiments of the compounds performed by using agar-well diffusion and broth microdilution methods revealed that only compounds 3a-3d, 4a and 4b showed inhibitory effect only on Candida albicans ATCC 60193. However, compound 4b had also specific antibacterial activity against Staphylococcus aureus ATCC 25923. The other compounds showed neither antifungal nor antibacterial activities. Compounds 3a, 4a and 4b have been screened on three human tumor cell lines, breast cancer (MCF7), non small cell lung cancer (NCI-H460), and CNS cancer (SF-268) at the National Cancer Institute (NCI), USA, which were found to exhibit low antiproliferative activity.