50677-30-0Relevant articles and documents
Design and synthesis of novel 1,3,4-oxadiazole based azaspirocycles catalyzed by NaI under mild condition and evaluated their antidiabetic and antibacterial activities
Radia, Ashish J.,Lalpara, Jaydeep N.,Modasiya, Ishita J.,Dubal, Gaurang G.
, p. 612 - 621 (2021)
A modest, efficient, and mild synthetic procedure has been developed for the synthesis of novel series of 1,3,4-oxadiazole containing azaspirocycles derivatives. The reaction of 1,3,4-oxadiazole derivative with diverse azaspiro compounds under room temperature condition with helps of sodium iodide catalyst and polar aprotic solvent. Numerous compensations of this strategy embrace less time required, yield increment, consumption of all reactants, and mild condition. All synthesized compounds evaluated for in vitro antidiabetic and antibacterial screening. Among them some compounds show significant biological response.
Novel Molecular Hybrids of N-Benzylpiperidine and 1,3,4-Oxadiazole as Multitargeted Therapeutics to Treat Alzheimer's Disease
Sharma, Piyoosh,Tripathi, Avanish,Tripathi, Prabhash Nath,Singh, Saumitra Sen,Singh, Surya Pratap,Shrivastava, Sushant Kumar
, p. 4361 - 4384 (2019/10/16)
Multitargeted hybrids of N-benzylpiperidine and substituted 5-phenyl-1,3,4-oxadiazoles were designed, synthesized, and evaluated against Alzheimer's disease (AD). Tested compounds exhibited moderate to excellent inhibition against human acetylcholinesterase (hAChE), butyrylcholinesterase (hBChE), and beta-secretase-1 (hBACE-1). The potential leads 6g and 10f exhibited balanced inhibitory profiles against all the targets, with a substantial displacement of propidium iodide from the peripheral anionic site of hAChE. Hybrids 6g and 10f also elicited favorable permeation across the blood-brain barrier and were devoid of neurotoxic liability toward SH-SY5Y neuroblastoma cells. Both leads remarkably disassembled Aβ aggregation in thioflavin T-based self- and AChE-induced experiments. Compounds 6g and 10f ameliorated scopolamine-induced cognitive dysfunctions in the Y-maze test. The ex vivo studies of rat brain homogenates established the reduced AChE levels and antioxidant activity of both compounds. Compound 6g also elicited noteworthy improvement in Aβ-induced cognitive dysfunctions in the Morris water maze test with downregulation in the expression of Aβ and BACE-1 proteins corroborated by Western blot and immunohistochemical analysis. The pharmacokinetic study showed excellent oral absorption characteristics of compound 6g. The in silico molecular docking and dynamics simulation studies of lead compounds affirmed their consensual binding interactions with PAS-AChE and aspartate dyad of BACE-1.
Synthesis and electrochemical and antioxidant properties of chalcogenocyanate oxadiazole and 5-heteroarylchalcogenomethyl-1: H -tetrazole derivatives
Leal, Julliano G.,Sauer, André C.,Mayer, Jo?o C. P.,Stefanello, Sílvio T.,Gon?alves, Débora F.,Soares, Felix A. A.,Iglesias, Bernardo A.,Back, Davi F.,Rodrigues, Oscar E. D.,Dornelles, Luciano
supporting information, p. 5875 - 5883 (2017/07/10)
This article presents the chalcogenocyanate oxadiazoles 7 and 8 and their derivatives 5-heteroarylchalcogenomethyl-1H-tetrazoles 9 and 10, which were synthesized in high yields. The 5-substituted-1H-tetrazoles were obtained via [3+2] cycloaddition reactions of chalcogenocyanates 7 and 8 with sodium azide (NaN3) using a simple methodology. All the obtained compounds were characterized by NMR and high resolution mass spectrometry analysis. Their in vitro antioxidant activity was evaluated by measuring their ability to eliminate free radicals in the form of 2,2-diphenyl-2-picrylhydrazyl (DPPH) and through the reduction of molybdenum(vi) to molybdenum(v). The results for the phosphomolybdenum method indicated that some compounds have antioxidant properties, as evidenced by electrochemical oxidation tests to which they were subjected, which correlate their oxidation potentials (Epa) with their activity values (EC50).
