New isoxazole derivatives designed as nicotinic acetylcholine receptor ligand candidates.
In this work we report the synthesis and evaluation of the analgesic properties of new isosteric heterocyclic derivatives, presenting the isoxazole nucleus, designed as nicotinic acetylcholine receptor ligand candidates, analogues to alkaloid epibatidine. Compound 2-(3-methyl-5-isoxazolyl)pyridine (3) presented the best analgesic profile of this series in hot plate test, which was partially prevented by pretreatment with nicotinic receptor antagonist mecamylamine.
Silva
Nilda M
NM
Laboratório de Avaliação e Síntese de Substâncias Bioativas, Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, PO Box 68006, 21944-970 Rio de Janeiro, RJ, Brazil.
Tributino
Jorge L M
JL
Miranda
Ana L P
AL
Barreiro
Eliezer J
EJ
Fraga
Carlos A M
CA
D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D004353:Drug Evaluation, Preclinical; D005260:Female; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D008024:Ligands; D008297:Male; D051379:Mice; D015394:Molecular Structure; D018733:Nicotinic Antagonists / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D011978:Receptors, Nicotinic / Q000378:metabolism*; D013329:Structure-Activity Relationship
D000700:Analgesics; D007555:Isoxazoles; D008024:Ligands; D018733:Nicotinic Antagonists; D011978:Receptors, Nicotinic