New 2-(4-(4-bromophenylsulfonyl)phenyl)-4-arylidene-oxazol-5(4H)-ones: analgesic activity and histopathological assessment

Abstract

This is an open-access article distributed under the terms of a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International Public License, which permits unrestricted use, adaptation, distribution and reproduction in any medium, non-commercially, provided the new creations are licensed under identical terms as the original work and the original work is properly cited. ORIGINAL PAPER New 2-(4-(4-bromophenylsulfonyl)phenyl)-4-arylideneoxazol-5(4H)-ones: analgesic activity and histopathological assessment FLORICA BĂRBUCEANU 1,2) , ELENA-VALENTINA ROŞCA 3) , THEODORA-VENERA APOSTOL 3) , OANA-CRISTINA ŞEREMET 4) , CONSTANTIN DRĂGHICI 5) , DRAGOŞ PAUL MIHAI 4) , SIMONA NEGREŞ 4) , GEORGE MIHAI NIŢULESCU 6) , ŞTEFANIA-FELICIA BĂRBUCEANU 3)

New Heterocyclic Compounds from Oxazol-5(4H)-one and 1,2,4-Triazin-6(5H)-one Classes: Synthesis, Characterization and Toxicity Evaluation

“…The new oxazol-5(4H)-ones 3a,b,d were synthesized according to the Erlenmeyer method [43], via the cyclocondensation of the 2-(4-(4-X-phenylsulfonyl)benzamido)acetic acids 1 [44,45] with benzaldehyde or 4-fluorobenzaldehyde 2, under reflux, using acetic anhydride as a dehydrating agent and in the presence of sodium acetate, with 38-80% yields. The derivative 3c has already been reported [38]. The new 1,2,4-triazin-6(5H)-ones 4a-d were obtained via the condensation of the oxazolones 3a-d with phenylhydrazine in acetic acid and in the presence of sodium acetate, under reflux, with 42-84% yields.…”

“…4-Benzylidene-2-(4-(4-bromophenylsulfonyl)phenyl)oxazol-5(4H)-one ( 3c ) [ 38 ], The 13 C-NMR spectral data of the 3c was not reported previously. 13 C-NMR (DMSO- d 6 , δ ppm): 128.28 (C-13, C-17), 128.5 (C-15), 129.0 (C-7, C-11), 129.2 (C-21, C-23), 129.6 (C-8, C-10), 129.9 (C-6), 131.7 (C-22), 132.5 (C-20, C-24), 132.6 (C-18), 132.8 (C-19), 133.0 (C-14, C-16), 133.1 (C-4), 139.4 (C-12), 144.2 (C-9), 161.6 (C-2), 166.4 (C-5).…”

“…Based on these literature data, and in continuation of our drug discovery research program [ 36 , 37 , 38 , 39 ], we synthesized and characterized a series of new heterocyclic compounds from oxazol-5(4 H )-one and 1,2,4-triazin-6(5 H )-one classes with a diaryl sulfone moiety. The compounds were screened for their toxicity against Daphnia magna Straus and Saccharomyces cerevisiae cells.…”