Synthesis and Evaluation of Schiff Bases of 4-Amino-5-(chlorine substituted phenyl)-4H-1,2,4-triazole-3-thione as Antimicrobial Agents

Abstract

Triazole ring system has attracted a continuously growing interest of synthetic organic chemists and those dealing with the medicinal compounds due to its versatile potential to interact with biological systems. Schiff bases are also considered as one of the most biologically active compounds. The aim of the present study was to synthesize new Schiff bases bearing triazole nucleus and to assess their antimicrobial activities. Four new Schiff base derivatives of 1,2,4-triazole-3-thione were synthesized by combining two different pharmacophores viz. triazole nucleus and Schiff base moiety and were characterized by spectral techniques (UV, FT-IR, and NMR). The Schiff bases were evaluated for antibacterial (Staphylococcus aureus, Escherichia coli, and Klebsiella pneumoniae) and antifungal (Candida albicans) activities. The synthesized compounds exhibited good to moderate activities against different strains of bacteria and fungi tested.

Synthesis, Characterization and Antibacterial Activity Study of Cobalt(II), Nickel(II), Copper(II), Palladium(II), Cadmium(II) and Platinum(IV) Complexes with 4-Amino-5-(3,4,5-trimethoxyphenyl)-4<i>H</i>-1,2,4-triazole-3-thione

“…Magnetic susceptibility measurements for the synthesized complexes have been measured at room temperature using Auto Magnetic Susceptibility Balance Model Sherwood Scientific at Department of Chemistry, College of Sciences, Al-Mustansiriyah University. The spectra of 1 H-NMR and 13 C-NMR have been measured using Bruker Bio-Spin GmbH 400 MHz and 100 MHz instruments with tetramethylsilane as the internal standard. The mass spectra for the intermediate and ligand were recorded with Shimadzu QP-1000EX GC/MS instrument, Japan, at the Department of Chemistry, College of Sciences, Mustansiriyah University.…”

“…After cooling, the precipitate formed and the methanol excess was evaporated. The solid product was washed with a solution of sodium bicarbonate, filtered, washed with cold water, dried, and recrystallized from ethanol to give compound of S2, as presented in Scheme 1 [13]: Color (white crystal), Yield (95%), M.p (83-85 °C), M.wt (226 g/mol), R f = 0.87 (ethyl acetate:chloroform, 1:2). FT-IR (KBr, cm -1 ): ν(C=O) ester (1713), νC-H. (3079), ν C-H aliph.…”

“…(3300 and 3247), ν(NH) (3189), ν(S-H) (2728), ν(C=S) (1237). 1 H-NMR (400 MHz, CDCl3, δ ppm): 10.33 (s, weak, SH), 7.46 (s, 2H, aromatic), 4.89 (S, broad, NH 2 ) 3.9 (s, 6H, 2OCH 3 ), 3.8 (s, 3H, OCH 3 ), 13…”

Synthesis, Characterization and Study of Antimicrobial Activities of Mannich Bases Incorporating 1,2,4-Triazole Nucleus

“…The fourth band at 353 nm (in compound 3) and 355 nm (in Schiff base and Mannich bases) is due to(n→π * ) transition of the o-hydroxy group. The fi fth band at 378 (5a) and 379 nm (4 & 5b), indicates azomethine group C=N [40].…”

Synthesis, Cytotoxicity, Antibacterial and Antioxidant Activity of New 2-Substituted Benzimidazole Containing 1,2,4-Triazoles

“…compound and contain an imine or azomethine group. This group of organic compounds shares structural similarities with naturally occurring biological compounds and exhibits a wide range of biological and therapeutic benefits, including antimicrobial [20], antidyslipidemic [21], antioxidant [22], and other activities.…”