TY - JOUR
T1 - Imidazoline-modified benzylimidazolines as h5-HT1D/1B serotonergic ligands
AU - Prisinzano, Thomas
AU - Law, Ho
AU - Dukat, Malgorzata
AU - Slassi, Abdelmalik
AU - MaClean, Neil
AU - Demchyshyn, Lidia
AU - Glennon, Richard A.
PY - 2001
Y1 - 2001
N2 - Sumatriptan, a h5-HT1D and h5-HT1B receptor agonist used clinically as a migraine-abortive, produces certain side effects thought to result from its affinity for h5-HT1B receptors. The present investigation extends our work with benzylimidazolines as novel non-tryptamine h5-HT1D/1B ligands. The effect of N-methylation, N-benzylation, ring-aromatization, and variation of the imidazoline ring on affinity both at h5-HT1D and h5-HT1B receptors was examined. Several compounds were identified with good affinity and enhanced (i.e., >100-fold) h5-HT1D versus h5-HT1B selectivity.
AB - Sumatriptan, a h5-HT1D and h5-HT1B receptor agonist used clinically as a migraine-abortive, produces certain side effects thought to result from its affinity for h5-HT1B receptors. The present investigation extends our work with benzylimidazolines as novel non-tryptamine h5-HT1D/1B ligands. The effect of N-methylation, N-benzylation, ring-aromatization, and variation of the imidazoline ring on affinity both at h5-HT1D and h5-HT1B receptors was examined. Several compounds were identified with good affinity and enhanced (i.e., >100-fold) h5-HT1D versus h5-HT1B selectivity.
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U2 - 10.1016/S0968-0896(00)00275-3
DO - 10.1016/S0968-0896(00)00275-3
M3 - Article
C2 - 11310595
AN - SCOPUS:0035102711
SN - 0968-0896
VL - 9
SP - 613
EP - 619
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 3
ER -