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Methylation of tryptamine in the 1‐position had little effect on the potency of the drug as a pressor agent in the intact anaesthetized rat. In contrast, substitution of a benzo[b]thiophene ring system for the indole ring decreased the pressor activity. Pretreatment of the animals with reserpine reduced the pressor effect of tryptamine and its benzo[b]thiophene analogue while increasing the effect of the 1‐methylindole analogue. Pretreatment with phenoxybenzamine reduced the pressor effect of all three compounds.