Synthesis of Some New 1,2,4-Triazine and 1,2,5-Oxadiazine Derivatives with Antimicrobial Activity

Abstract

1,2,4-Triazine and 1,2,5-oxadiazine derivatives 2–12 were obtained from treated 1,3-oxazolone (1) with phenyl hydrazine or hydroxylamine hydrochloride. Chlorotriazine derivative 3 undergoing condensation reactions with different reagents produced new fused tetrazolo-triazine and triazino-quinazolinone derivatives. 1,2,5-Oxadiazine has been used as a synthon for the fused pyrazolo-oxadiazine derivative. The constitution of the prepared compounds was built up based on microanalytical and spectral data. Some of the new compounds were assessed for their antimicrobial activity.

Synthesis and Biological Evolution of Novel Substituted 1,2,4-triazine from Sulfanilic Acid

“…Hydrazine hydrate (80%) was used to prepare this compound with a ratio of 1 mol from hydrazine to 2 moles of benzaldehyde substitutes, and acetic acid was used as a catalyst to complete the reaction (25)(26)(27) . This compound was characterized by the following main absorption bands of IR (7)(8)(9)(10)(11) the di-imine compounds were reacted with Schiff bases in a reaction similar to the reactions of Diels-Aldur, where the substitutes for the Schiff bases (1-5) as dinofyl and the diamine compound (6) as diene (23) by reflux was used benzene as a solvent, the mechanism suggestion shown in figure (2) . acid at the range (2635-2655) cm -1 , SO2 stretching bands at (1613-1657) cm-1 as well as N=N stretching bands at the range (1318-1393) cm-1.…”

“…It is known that the effect of the sulfonic acid group is large, so it gave excellent results if compared with the known antibiotics, where the compounds showed 7-11 higher efficacy than those used (28)(29)(30) . Table (7) shows the values obtained by studying the biological activity of the prepared compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). Table (7): biological activity of compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)…”

“…Table (7) shows the values obtained by studying the biological activity of the prepared compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). Table (7): biological activity of compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)…”

“…and some researchers use it as a ligand (7) . Compounds of 1, 2, 4-triazines are prepared for the first time by Bamberger reaction (8) and we can synthesize them in different ways such as from condensation of ethyl oxalamide with diethyl diketosuccinate and hydrolysis to the tricarboxylic acid, followed by thermal decarboxylation and by diels -alder reactions (10) or from oxazolone compounds by reacting it with phenylhydrazine or hydroxylamine hydrochloride (11) . These compounds have a wide interest by researchers because of their biological and pharmacological activity in the fight against AIDS (12,13) , in addition to their use as anti-malarial (14) , anti-bacterial (15)(16)(17) , anti-fungal (18) , as well as anti-cancer compounds (19) .…”

Coordinated metal complexes with curcumin Schiff base: Synthesis, investigation, antibacterial screening, antioxidant studies, molecular docking and density function theory calculations

“…19 A carbonyl group υ(C O) is present, as evidenced by a second band at 1690 cm À1 . 20 Additionally, an aromatic double band existed at 1404 cm À121 ; furthermore, the parent Schiff base ligand displayed a band at 1010 cm À1 , which corresponds to the stretching vibration of the carbon-oxygen bond υ(C O) of furan ring. 22 1 H-NMR spectral analysis of Schiff base ligand revealed specific chemical shifts for different proton environments.…”