Abstract:
Title compds., e.g., I [R1A = H, halo, -C(X1A)3, etc.; R2A = H, halo, -C(X2A)3, etc.; R3 = independently H, halo, -C(X3)3, etc.; A1 = :N- or :CR3-; q = integer of 0-3; X1A, X2A, X3 = independently -Cl, -Br, -I, etc.], were prepd. For example, protection of serotonin·HCl [Boc2O, K2CO3, H2O, 25°, 24 h], alkylation [alkyl bromide, K2CO3, CH3CN, 80°, 24 h] and treatment with 3 M HCl [ethyl acetate, 25°, 2 h] afforded II·HCl. The exemplified compd. II·HCl exhibited anti-tumor effect by signaling through the 5HT1B/1D receptor. Compds. I are claimed useful for the treatment of cancer, migraine headache and depression.