<abstract xmlns="http://www.w3.org/1999/xhtml">3-[2-(4-Bromphenyl)hydrazono]-5-phenyl-furan-2(3<italic>H</italic>)-one () was used for preparation of some novel pyrazole, pyridazinone, oxadiazole, triazole, thiazolidine and thioxopyrimidine derivatives. Some of the prepared products were tested for anti-avian influenza virus activity and revealed promising antiviral activity against H5N1 virus [A/Chicken/Egypt/1/20 % (H5N1)] by determination of both <italic>EC</italic>50 and <italic>LD</italic>50 and confirmed by plaque reduction assay on Madin-Darby canine kidney cells. Compounds 3-[2-(4-bromophenyl)hydrazono]-5-phenylfuran-2(3<italic>H</italic>)-one (<bold>1</bold>), 1-(4-bromophenyl)-<italic>N</italic>-hydroxy-5-phenyl-1<italic>H</italic>-pyrazole-3-carboxamide (<bold>5</bold>) and 1-(4-bromophenyl)-<italic>N</italic>-{2,3-dihydro-4-hydroxy-3-phenyl-6-oxo-2-thioxopyrimidin-1(6<italic>H</italic>)-yl}-5-phenyl-1<italic>H</italic>-pyrazole-3-carboxamide (<bold>12a</bold>) showed the highest effects. Detailed synthesis, spectroscopic data, and antiviral activity of the synthesized compounds are reported.</abstract>

3-[2-(4-Bromphenyl)hydrazono]-5-phenyl-furan-2(3H)-one () was used for preparation of some novel pyrazole, pyridazinone, oxadiazole, triazole, thiazolidine and thioxopyrimidine derivatives. Some of the prepared products were tested for anti-avian influenza virus activity and revealed promising antiviral activity against H5N1 virus [A/Chicken/Egypt/1/20 % (H5N1)] by determination of both EC50 and LD50 and confirmed by plaque reduction assay on Madin-Darby canine kidney cells. Compounds 3-[2-(4-bromophenyl)hydrazono]-5-phenylfuran-2(3H)-one (1), 1-(4-bromophenyl)-N-hydroxy-5-phenyl-1H-pyrazole-3-carboxamide (5) and 1-(4-bromophenyl)-N-{2,3-dihydro-4-hydroxy-3-phenyl-6-oxo-2-thioxopyrimidin-1(6H)-yl}-5-phenyl-1H-pyrazole-3-carboxamide (12a) showed the highest effects. Detailed synthesis, spectroscopic data, and antiviral activity of the synthesized compounds are reported.

Heterocyclic compounds based on 3-(4-bromophenyl) azo-5-phenyl-2(3H)-furanone: Anti-avian influenza virus (H5N1) activity / Heterociklički derivati 3-(4-bromfenil) azo-5-fenil-2(3H)-furanona: Djelovanje na virus ptičje gripe (H5N1)

Department of Photochemistry, National Research Centre, Cairo, Egypt

Virology Laboratory, Environmental Research Division, National Research Center, Cairo, Egypt

Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia

Applied Organic Chemistry Department, National Research Center, Dokki 12622 Cairo, Egypt

Acta Pharmaceutica

3-[2-(4-Bromphenyl)hydrazono]-5-phenyl-furan-2(3H)-one () was used for preparation of some novel pyrazole, pyridazinone, oxadiazole, triazole, thiazolidine and...

Heterocyclic compounds based on 3-(4-bromophenyl) azo-5-phenyl-2(3H)-furanone: Anti-avian influenza virus (H5N1) activity / Heterociklički derivati 3-(4-bromfenil) azo-5-fenil-2(3H)-furanona: Djelovanje na virus ptičje gripe (H5N1)

Published Online: Jan 15, 2013

Page range: 593 - 606

DOI: https://doi.org/10.2478/v10007-012-0037-7

Keywords
furanone, pyrazole, pyridazinone, oxadiazole, triazole, anti-avian influenza virus (H5N1)

This content is open access.

Heterocyclic compounds based on 3-(4-bromophenyl) azo-5-phenyl-2(3H)-furanone: Anti-avian influenza virus (H5N1) activity / Heterociklički derivati 3-(4-bromfenil) azo-5-fenil-2(3H)-furanona: Djelovanje na virus ptičje gripe (H5N1)

Published Online: Jan 15, 2013

Page range: 593 - 606

DOI: https://doi.org/10.2478/v10007-012-0037-7

Keywordsfuranone, pyrazole, pyridazinone, oxadiazole, triazole, anti-avian influenza virus (H5N1)

This content is open access.

Keywords
furanone, pyrazole, pyridazinone, oxadiazole, triazole, anti-avian influenza virus (H5N1)