Abstract
A series of 5-alkyltryptamines ( 6) and the corresponding conformationally constrained analogues ( 8) have been synthesized. The structure–activity relationships (SAR) at the 5-position of the indole skeleton and the ethylamine side chain have been studied. Functional activities were assessed using isolated rabbit saphenous vein. Potent, selective ligands were found ( 6e, K i 2.5 nM, 5-HT 1B/5-HT 1D 125-fold) that have potential for treating acute migraine.
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