The Chemical Evolution Of N,N-Dimethyl-2-[5-(1,2,4-Triazol-4-Yl)-1h-Indol-3-Yl]Ethylamine (L-741,604) And Analogues: Potent And Selective Agonists For 5-Ht1d Receptors

Optimisation of a series of 5-(heterocyclyl)tryptamines led to the identification of the symmetrically substituted, N-4 linked 1,2,4-triazole as the best indole C-5 substituent for 5-HT1D receptor affinity and selectivity. The triazole (8) is the most potent and selective, orally bioavailable, 5-HT1D receptor agonist identified to date, showing an order of magnitude greater potency than the clinical compound sumatriptan with improved subtype selectivity. Copyright (C) 1996 Elsevier Science Ltd