Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives

Detalhes bibliográficos
Autor(a) principal: Abunada,Nada M.
Data de Publicação: 2009
Outros Autores: Hassaneen,Hamdi M., Samaha,Ahmed S. M. Abu, Miqdad,Omar A.
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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spelling 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
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000500024
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dc.language.iso.fl_str_mv eng
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dc.relation.none.fl_str_mv 10.1590/S0103-50532009000500024
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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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)
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collection Journal of the Brazilian Chemical Society (Online)
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