Chemical modifications of nimesulide
Autor(a) principal: | |
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Data de Publicação: | 2007 |
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=S0103-50532007000200021 |
Resumo: | We describe here the chemical modifications of nimesulide either via direct N-acylation or via a two-step process involving reduction of the nitro group followed by regioselective acylation/sulfonylation of the resulting arylamine. The acylation step of the second approach was found to be faster than acylation of nimesulide. A number of N-acylated and N-sulfonylated derivatives of N-(4-amino-2-phenoxy phenyl)methanesulfonamide obtained from nimesulide were conveniently prepared in good to excellent yields. Some of the compounds synthesized were tested for cyclooxygenase inhibition and few of them showed selectivity for COX-2. |
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Journal of the Brazilian Chemical Society (Online) |
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Chemical modifications of nimesulidenimesulidereductionacylationsulfonylationCOX-1COX-2We describe here the chemical modifications of nimesulide either via direct N-acylation or via a two-step process involving reduction of the nitro group followed by regioselective acylation/sulfonylation of the resulting arylamine. The acylation step of the second approach was found to be faster than acylation of nimesulide. A number of N-acylated and N-sulfonylated derivatives of N-(4-amino-2-phenoxy phenyl)methanesulfonamide obtained from nimesulide were conveniently prepared in good to excellent yields. Some of the compounds synthesized were tested for cyclooxygenase inhibition and few of them showed selectivity for COX-2.Sociedade Brasileira de Química2007-04-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000200021Journal of the Brazilian Chemical Society v.18 n.2 2007reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532007000200021info:eu-repo/semantics/openAccessPericherla,SandhyaMareddy,JyotiRani D. P.,GeethaGollapudi,Padmavathi V.Pal,Sarbanieng2007-06-13T00:00:00Zoai:scielo:S0103-50532007000200021Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2007-06-13T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Chemical modifications of nimesulide |
title |
Chemical modifications of nimesulide |
spellingShingle |
Chemical modifications of nimesulide Pericherla,Sandhya nimesulide reduction acylation sulfonylation COX-1 COX-2 |
title_short |
Chemical modifications of nimesulide |
title_full |
Chemical modifications of nimesulide |
title_fullStr |
Chemical modifications of nimesulide |
title_full_unstemmed |
Chemical modifications of nimesulide |
title_sort |
Chemical modifications of nimesulide |
author |
Pericherla,Sandhya |
author_facet |
Pericherla,Sandhya Mareddy,Jyoti Rani D. P.,Geetha Gollapudi,Padmavathi V. Pal,Sarbani |
author_role |
author |
author2 |
Mareddy,Jyoti Rani D. P.,Geetha Gollapudi,Padmavathi V. Pal,Sarbani |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Pericherla,Sandhya Mareddy,Jyoti Rani D. P.,Geetha Gollapudi,Padmavathi V. Pal,Sarbani |
dc.subject.por.fl_str_mv |
nimesulide reduction acylation sulfonylation COX-1 COX-2 |
topic |
nimesulide reduction acylation sulfonylation COX-1 COX-2 |
description |
We describe here the chemical modifications of nimesulide either via direct N-acylation or via a two-step process involving reduction of the nitro group followed by regioselective acylation/sulfonylation of the resulting arylamine. The acylation step of the second approach was found to be faster than acylation of nimesulide. A number of N-acylated and N-sulfonylated derivatives of N-(4-amino-2-phenoxy phenyl)methanesulfonamide obtained from nimesulide were conveniently prepared in good to excellent yields. Some of the compounds synthesized were tested for cyclooxygenase inhibition and few of them showed selectivity for COX-2. |
publishDate |
2007 |
dc.date.none.fl_str_mv |
2007-04-01 |
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=S0103-50532007000200021 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000200021 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532007000200021 |
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.18 n.2 2007 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_ |
1750318167821910016 |