Synthesis and pharmacology of 8-amino-3-(tetrahydro-2-furanyl)methyl benzomorphan / 药学学报
Acta Pharmaceutica Sinica
;
(12): 748-753, 2003.
Artigo
em Inglês
| WPRIM
| ID: wpr-266611
ABSTRACT
<p><b>AIM</b>To design and synthesize new chiral 8-(substituted) amino-analogues of 3-[(tetrahydro-2-furanyl)methyl] benzomorphans, to expand knowledge of the structure-activity relationship (SAR) for 8-aminobenzomorphan.</p><p><b>METHODS</b>Target compounds were synthesized from the 8-triflate of the optically active 3-[(tetrahydro-2-furanyl)methyl]-2,6-methano-benzomorphans using Pd-catalyzed aminations. Opioid receptor binding experiments were performed to evaluate their biological activities.</p><p><b>RESULTS</b>Both 8-amino and 8-phenylamino analogues showed lower binding affinity for mu, delta and kappa receptors than corresponding 8-hydroxy-3-[(tetrahydro-2-furanyl)methyl]-2,6-methano-benzomorphan in vitro.</p><p><b>CONCLUSION</b>The relative poor binding affinity of the target compounds did not warrant conducting the in vivo studies to determine if they have the profile(kappa agonist/mu antagonist) that will be potentially useful in the treatment of drug addiction. Further study is in progress.</p>
Texto completo:
DisponíveL
Índice:
WPRIM (Pacífico Ocidental)
Assunto principal:
Farmacologia
/
Ensaio Radioligante
/
Relação Estrutura-Atividade
/
Benzomorfanos
/
Encéfalo
/
Estrutura Molecular
/
Química
/
Receptores Opioides delta
/
Receptores Opioides
/
Receptores Opioides kappa
Limite:
Animais
Idioma:
Inglês
Revista:
Acta Pharmaceutica Sinica
Ano de publicação:
2003
Tipo de documento:
Artigo
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