Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives


Bektas H., Karaali N., Sahin D., DEMİRBAŞ A., KARAOGLU Ş., DEMİRBAŞ N.

MOLECULES, vol.15, no.4, pp.2427-2438, 2010 (SCI-Expanded) identifier identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 15 Issue: 4
  • Publication Date: 2010
  • Doi Number: 10.3390/molecules15042427
  • Journal Name: MOLECULES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2427-2438
  • Keywords: 1,2,4-Triazole, triazolo[3,4-b][1,3]benzoxazole, primary amine, Schiff base, Mannich base, ANTIFUNGAL AGENTS, ANTIBACTERIAL, HETEROCYCLES, RESISTANCE, TRIAZOLES, MANNICH, BASES
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

Some novel 4,5-disubstituted-2,4-dihydro-3H-1,2,4-triazol-3-one (3, 6, 8, 9) derivatives and or 3-(4-methylphenyl)[1,2,4]triazolo[3,4-b][1,3]benzoxazole (5) were synthesized from the reaction of various ester ethoxycarbonylhydrazones (1a-e) with several primary amines. The synthesis of 4-amino-5-(4-chlorophenyl)-2-[(5-mercapto-1,3,4-oxadiazol-2-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (13) was performed starting from 4-Amino-5-(4-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (2) by four steps; then 13 was converted to the corresponding Schiff base (14) by using 4-methoxybenzaldehyde. Finally, two Mannich base derivatives of 14 were obtained by using morpholine or methyl piperazine as amine component. All newly synthesized compounds were screened for their antimicrobial activities and some of which were found to possess good or moderate activities against the test microorganisms.