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Title

Long-acting fentanyl analogues: Synthesis and pharmacology of N-(1-phenylpyrazolyl)-N-(1-phenylalkyl-4-piperidyl)propanamides

AuthorsJagerovic, Nadine ; Cano, Carolina ; Elguero, José ; Goya, Pilar ; Callado, Luis F.; Meana, J. Javier; Girón, Rocío; Abalo, Raquel; Ruiz, David ; Goicoechea, Carlos; Martín, M. Isabel
Issue DateMar-2002
PublisherPergamon Press
CitationBioorganic & Medicinal Chemistry 10 : 817–827 (2002)
AbstractThe synthesis of new fentanyl analogues in which the benzene ring of the propioanilido group has been replaced by phenylpyrazole is described. Antinociceptive activity was evaluated using the writhing and hot plate tests in mice. Two compounds, 3b and 3d, showed interesting analgesic properties, being more potent than morphine and less than fentanyl but with longer duration of action. These compounds inhibited the electrically evoked muscle contraction of guinea pig ileum and mouse vas deferens but not that of rabbit vas deferens and the effects could be reversed by antagonists (naloxone and/or CTOP), thus indicating that the compounds acted as m agonists. Finally, the binding data confirmed that the compounds had high affinity and selectivity for the m receptor.
Publisher version (URL)http://pharmacist8.tripod.com/long-last-fent.pdf
URIhttp://hdl.handle.net/10261/44516
ISSN0968-0896
Appears in Collections:(IQM) Artículos
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