N,N-disubstituted aminomethyl benzofuran derivatives: synthesis and preliminary binding evaluation.
A series of new N-substituted 2,3-dihydro-2-aminomethyl-2H-1-benzofuran derivatives was prepared and evaluated for affinity at 5-HT1A, 5-HT2A, 5-HT2C, 5-HT3, D2, and D3 receptors. Compound 9, 8-[4-[N-propyl-N-(7-hydroxy-2,3-dihydro -2H-1-benzofuran-2-yl)methyl]aminobutyl]-8-azaspiro[4,5]decane-7,9 -dione, bound at 5-HT1A sites with nanomolar affinity (IC50= 1.5 nM) and high selectivity over 5-HT2A, 5-HT2C, 5-HT3, D2, and D3 receptors.
Boyé
S
S
Institut de Chimie Organique et Analytique, associé au CNRS, Université d'Orléans, France.
Pfeiffer
B
B
Renard
P
P
Rettori
M C
MC
Guillaumet
G
G
Viaud
M C
MC
D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis*; D001921:Brain / Q000378:metabolism; D002417:Cattle; D020128:Inhibitory Concentration 50; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D011485:Protein Binding; D051381:Rats; D017366:Serotonin Receptor Agonists / Q000138:chemical synthesis; D013053:Spectrophotometry; D013552:Swine
D001572:Benzofurans; D017366:Serotonin Receptor Agonists