Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives
Autor(a) principal: | |
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Data de Publicação: | 2009 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000500024 |
Resumo: | Some new pyrazole-5-carbonitrile derivatives 8, 9 and pyrazole-5-carboxamide 13 were synthesized by the cycloaddition reaction of nitrilimines 3, 4 to α-cyanocinnamonitriles 5a-f and α-cyanocinnamamide 12a, b respectively. On the other hand 3, 4 add to ethyl α-cyanocinnamate 14a-f to give ethyl 2-pyrazoline-5-carboxylate derivatives 15, 16. Also, cycloaddition of 3, 4 to 3-cyanocoumarin 19a or 3-phenylsulphonylcoumarin 19b or 3-bromocoumarin 19c give chromeno[3,4-c]pyrazol-4(3H)-one derivatives 20. In the same direction, the cycloaddition of 3, 4 to 3-acetylcoumarin 22 and 3-benzoylcoumarin 23 gives the corresponding dihydrochromeno[3,4-] pyrazol-4(3H)-one 24 and 25 respectively. Oxidation of 24 and 25 give 20. Most of the prepared compounds showed good to moderate antibacterial and antifungal activities. |
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Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivativesnitriliminespyrazolepyrazolinechromeno[3,4-c]pyrazoleSome new pyrazole-5-carbonitrile derivatives 8, 9 and pyrazole-5-carboxamide 13 were synthesized by the cycloaddition reaction of nitrilimines 3, 4 to α-cyanocinnamonitriles 5a-f and α-cyanocinnamamide 12a, b respectively. On the other hand 3, 4 add to ethyl α-cyanocinnamate 14a-f to give ethyl 2-pyrazoline-5-carboxylate derivatives 15, 16. Also, cycloaddition of 3, 4 to 3-cyanocoumarin 19a or 3-phenylsulphonylcoumarin 19b or 3-bromocoumarin 19c give chromeno[3,4-c]pyrazol-4(3H)-one derivatives 20. In the same direction, the cycloaddition of 3, 4 to 3-acetylcoumarin 22 and 3-benzoylcoumarin 23 gives the corresponding dihydrochromeno[3,4-] pyrazol-4(3H)-one 24 and 25 respectively. Oxidation of 24 and 25 give 20. Most of the prepared compounds showed good to moderate antibacterial and antifungal activities.Sociedade Brasileira de Química2009-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000500024Journal of the Brazilian Chemical Society v.20 n.5 2009reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532009000500024info:eu-repo/semantics/openAccessAbunada,Nada M.Hassaneen,Hamdi M.Samaha,Ahmed S. M. AbuMiqdad,Omar A.eng2009-06-29T00:00:00Zoai:scielo:S0103-50532009000500024Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2009-06-29T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
title |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
spellingShingle |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives Abunada,Nada M. nitrilimines pyrazole pyrazoline chromeno[3,4-c]pyrazole |
title_short |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
title_full |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
title_fullStr |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
title_full_unstemmed |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
title_sort |
Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives |
author |
Abunada,Nada M. |
author_facet |
Abunada,Nada M. Hassaneen,Hamdi M. Samaha,Ahmed S. M. Abu Miqdad,Omar A. |
author_role |
author |
author2 |
Hassaneen,Hamdi M. Samaha,Ahmed S. M. Abu Miqdad,Omar A. |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Abunada,Nada M. Hassaneen,Hamdi M. Samaha,Ahmed S. M. Abu Miqdad,Omar A. |
dc.subject.por.fl_str_mv |
nitrilimines pyrazole pyrazoline chromeno[3,4-c]pyrazole |
topic |
nitrilimines pyrazole pyrazoline chromeno[3,4-c]pyrazole |
description |
Some new pyrazole-5-carbonitrile derivatives 8, 9 and pyrazole-5-carboxamide 13 were synthesized by the cycloaddition reaction of nitrilimines 3, 4 to α-cyanocinnamonitriles 5a-f and α-cyanocinnamamide 12a, b respectively. On the other hand 3, 4 add to ethyl α-cyanocinnamate 14a-f to give ethyl 2-pyrazoline-5-carboxylate derivatives 15, 16. Also, cycloaddition of 3, 4 to 3-cyanocoumarin 19a or 3-phenylsulphonylcoumarin 19b or 3-bromocoumarin 19c give chromeno[3,4-c]pyrazol-4(3H)-one derivatives 20. In the same direction, the cycloaddition of 3, 4 to 3-acetylcoumarin 22 and 3-benzoylcoumarin 23 gives the corresponding dihydrochromeno[3,4-] pyrazol-4(3H)-one 24 and 25 respectively. Oxidation of 24 and 25 give 20. Most of the prepared compounds showed good to moderate antibacterial and antifungal activities. |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000500024 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000500024 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532009000500024 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.20 n.5 2009 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318169876070400 |