Synthesis and Bioactivity of Novel Tri-Heterocyclic Molecules: {4-[3-({[5-(Substituted)-1,3,4-Oxadiazol-2-Yl] SulfanyljMethyl) Benzoyl] -1 -Piperazinyl} (2-Furyl)Methanones

Abstract

In the presented investigation, some novel tri-heterocyclic benzamides, 8a-g, were synthesized in several steps. First, the electrophilic benzamide, {4-[3-(chloromethyl)benzoyl]-1-piperazinyl}(2-furyl) methanone (3), was synthesized by the reaction of 2-Furoyl-1-piperazine (1) and 3-chloromethylbenzoyl chloride (2). In second series of steps, different carboxylic acids, 4a-g, were refluxed with ethanol and conc. sulfuric acid to form esters, 5a-g. These esters were further refluxed with N 2 H 4 .H 2 O in methanol solution to acquire acid respective hydrazides, 6a-g. These hydrazides were cyclized by refluxing with KOH, ethanol and CS 2 into corresponding 1,3,4-oxadiazoles, 7a-g. In the final step, the electrophile, 3, was coupled with synthesized 1,3,4-oxadiazoles, 7a-g, in acetonitrile and potassium carbonate to acquire the targeted tri-heterocyclic molecules, 8a-g. The structural characterization of these novel compounds 8a-g was done by IR, 1 H-NMR, 13 C-NMR and EI-MS spectral data. These synthesized molecules were subjected to antibacterial and enzyme inhibitory and cytotoxicity evaluation. Among the series, 8b exhibit good enzyme inhibition whereas 8c exhibited good antibacterial and antifungal potential against B. subtilis, E. coli and A. flavus strains, respectively. Most of the molecules possessed moderate cytotoxicity and hence these can be utilized as possible therapeutic agents.

Synthesis and characterization of bis (5-phenyl-1,3,4-oxadiazole-2-ylthio) mercury complexes with Pd(II) and Pt(II) metal ions

“…The compounds that contain two nitrogen and one oxygen atoms in five membered ring are called Oxdiazole. It has four different types isomers, 1,3,4-oxadiazole is the most common isomers of the oxadiazole (Abbasi et al, 2018), (Srivastav and Pandeya 2011). 1,3,4-Oxadiazoles have a broad spectrum of biological activities include anti-inflammatory, antifungal, antitumor, P-Glycoprotein Inhibitors, pesticides and insecticides, Inhibitors, anticonvulsant activity etc (Roy et al, 2017).…”