2024-03-29T15:58:14Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/444212019-03-04T08:29:21Zcom_10261_81com_10261_5col_10261_334
Synthesis and opioid activity of new fentanyl analogs
Girón, Rocío
Abalo, Raquel
Goicoechea, Carlos
Martín, M. Isabel
Callado, Luis F.
Cano, Carolina
Goya, Pilar
Jagerovic, Nadine
Fentanyl analog
Nociception
In vitro assay
Opioid receptor
New analgesics
Three new fentanyl analogs (compounds 3-4-5) have been synthesized and evaluated for antinociceptive
properties using the writhing test. The analgesic property of the active compound, N-[1-phenylpyrazol-3-yl]-N-[1-
(2-phenethyl)-4-piperidyl)] propenamide (compound 4), was tested using the hot plate test in mice. Its opioid
agonistic activity was characterized using three isolated tissues: guinea pig ileum, mouse vas deferens, and rabbit
vas deferens. Compound 4 was as effective as fentanyl or morphine and it showed less antinociceptive potency
than fentanyl but it was more potent than morphine. The duration of the antinociception was similar to that of
fentanyl. This compound inhibited the electrically evoked contractions of myenteric plexus-longitudinal muscle
strips of guinea pig ileum and of mouse vas deferens but not those of rabbit vas deferens. These effects could be
reversed by A selective antagonists (naloxone and/or CTOP) but not by the y selective antagonist naltrindole, thus
indicating that the compound acted as a A opioid agonist. Finally, the binding data confirmed that compound 4 had
high affinity and selectivity for the A-receptor
2012-01-18T11:24:47Z
2012-01-18T11:24:47Z
2002-07-19
artículo
Life Sciences 71 : 1023–1034 (2002)
0024-3205
http://hdl.handle.net/10261/44421
10.1016/S0024-3205(02)01798-8
eng
http://dx.doi.org/10.1016/S0024-3205(02)01798-8
closedAccess
Elsevier