Synthesis, Characterization and Biological Evaluation of 6-Substituted-2-(Substituted-Phenyl)-Quinoline Derivatives Bearing 4-Amino-1,2,4-Triazole-3-Thiol Ring at C-4 Position

Abstract

Quinoline derivatives represent one of the most active classes of compounds possesses wide spectrum biodynamic activities and use as potent therapeutic agents. In this research work, a synthesis, characterization and biological evaluation of 6-substituted-2-(substituted-phenyl)-quinoline derivatives bearing 4-amino-1,2,4-triazole-3-thiol ring at C-4 position is described. The synthesis of quinoline derivatives is carried out by the reaction of substituted quinoline-4-carbohydrazides with a mixture of carbon disulphide and potassium hydroxide which further react with hydrazine hydrate to give final compounds. All of these compounds were screened for their in vitro antimicrobial assay against gram (+ve), gram (-ve) bacteria and fungi activity compared with standard drugs viz., Ampicilin, Chloramphenicol, Ciprofloxacin, Norfloxacin, Griseofulvin and Nystatin at different concentrations.

Synthesis, physical and chemical properties of 2-((5-(hydroxy(phenyl)methyl)-4R-4H-1,2,4-triazole-3-yl)thio)acetic acids and its salts

“…The structure of synthesized compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15) was confirmed by the complex using of elemental analysis ( Table 2) and IR-spectrophotometry ( Table 3). The elemental composition of the compounds corresponds within the limits of the calculated data error ( Table 2).…”

“…There are absorption bands -C=N groups at 1610-1573 cm -1 , -OH groups at 3530-3488 cm -1 , -C-S groups at 707-620 cm -1 , and also absorption of aromatic ring bands at 1501-1470 cm -1 in the IR-spectra of all synthesized compounds. IR-spectra of acids (3,4) additionally contain absorption bands of -CH 2 -COOH groups at 1710-1700 cm -1 , and spectra of salts (5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15) contain bands that are inherent to COO-groups in the range of 1407-1300 cm -1 and at 1595-1536 cm -1 , respectively [13].…”

“…In planning the experiment, a generalization was made regarding the dependence of toxicity and pharmacological activity of substances, which have been synthesized recently on their structure [8,9]. Relying on the experience of previous studies [10] with the aim of creating new original drugs, the goal was to synthesize a series of 2-((5-(hydroxy(phenyl)methyl)-4-R-4H-1,2,4-triazole-3-yl)thio)acetic acids on the basis of which salt is obtained, which, according to literature [11], has high pharmacological activity.…”

“…Sodium and potassium 2-((5-(hydroxy(phenyl)methyl)-4-R-4H-1,2,4-triazole-3-yl)thio)acetates (5,6,9,10;Fig. 1) were obtained by the reaction of 2-((5-(hydroxy(phenyl) methyl)-4-R-4H-1,2,4-triazole-3-yl)thio)acetic acids (3,4) with sodium or potassium hydroxide equivalents.…”