Fenbufen based 3-[5-(substituted aryl)-1,3,4-oxadiazol-2-yl]-1-(biphenyl-4-yl)propan-1-ones as safer antiinflammatory and analgesic agents

Synthesis and anti-nociceptive, anti-inflammatory activities of new aroyl propionic acid derivatives including N-acylhydrazone motif

“…Some part of the clinically used non-steroidal anti-inflammatory drugs (NSAID) are known to have carboxylic acid derivatives on their structures, such as salicylic acids and esters, acetic acids (phenylacetic acid, carbo-and heterocyclic acids), propionic acids, and fenamic acids (Bird, 1998;Lee et al, 2009). Previous studies have indicated that, derivation in carboxylate function of NSAID (Sondhi et al, 2006;Almasirad et al, 2006;Almasirad et al, 2005;Gökçe et al, 2009;Ü nlü et al, 2003;Amir and Kumar, 2005) causes an increase in the anti-inflammatory activity with reduced ulcerogenic effect (Amir and Shikha, 2004;Husain et al, 2009).…”

A new pathway for the preparation of biologically active 2 substituted 1,5-dihydrobenzo[e][1,2,4]oxadiazepines and related compounds by palladium-catalyzed cyclization of amidoximes with o-iodobenzyl bromide or 2-bromo-3-chloromethylpyridine

“…[9][10][11][12] The reactions to obtain the new compounds 3 were monitored by thin-layer chromatography (TLC) and the optimal temperature and reaction time were under reflux for a period of 16 h. After solvent evaporation, all the products were obtained as colorless, yellow or brown solids by a simple filtration, except for the products 3ca-3db which were isolated as yellow oils. The structures of all compounds 3 synthesized in this work were supported by 1 H, 13 C { 1 H} NMR and mass spectrometry (GC-MS) and their purity was proven by Elemental Analyses.…”

“…9,10 They were also identified as potent anti-inflammatory, analgesic, anticonvulsivant and antiviral agents. [11][12][13] However, a review on the literature showed that 5-trifluoromethyl-2-pyrazolines with a substituted acetyl group attached to the 1-position of 2-pyrazoline rings are rare 14 and that bonding to an aryloxy, thioaryloxy or phenylamino groups have not yet been reported. Driven by the above-mentioned biological properties of trifluoromethyl pyrazolines and aryloxy derivatives and by the fact that there is no report about these two structures assembled together, the aim herein is to describe a facile, efficient and regioselective synthesis of four new series of 5-hydroxy-4,5-dihydro-1H-pyrazoles with the introduction of a F 3 C group, aryloxy(thio)acetyl and N-phenylglycine moieties from the cyclocondensation reaction of 4-alkoxy-1,1,1-trifluoroalk-3-en-2-ones [F 3 CC(O)CH=CR(OMe/OEt), where R = H, alkyl, aryl, heteroaryl] and different substituted-hydrazides to investigate their synthetic procedure, dehydration reactions and possible antimicrobial activity.…”

Lipophilicity evaluation of some thiazolyl‐1,3,4‐oxadiazole derivatives with antifungal activity

“…Although experimentally determined values are preferred, computational approaches have many advantages because they do not require expensive instrumentation, reagents and laborious experimental work. 1,3,4-Oxadiazoles represent an important class of heterocyclic compounds, which present a wide range of biological actions, such as antibacterial (Bala, Kamboj, Kajal, Saini, & Prasad, 2014), antifungal (Sangshetti, Chabukswar, & Shinde, 2011), anticonvulsant (Rajak et al, 2010), anti-inflammatory (Husain, Ahmad, Alam, Ajmal, & Ahuja, 2009), antiviral (Hicks & Gulick, 2009) and anticancer (Tuma et al, 2010). Moreover, the 1,3,4-oxadiazole system is a bioisostere of amides and esters, which allows it to participate in the formation of hydrogen bonds with physiological targets, thus leading to an increase in biological activity.…”