5-MeO-DALT

5-MeO-DALT (N,N-diallyl-5-methoxytryptamine) is a synthetic psychedelic tryptamine synthesized and characterized by Alexander Shulgin, with its effects documented in TiHKAL (1997). The compound features two allyl groups (rather than methyl, ethyl, or isopropyl) on the terminal nitrogen and a methoxy group at the 5-position of the indole ring. This unusual combination of structural features gives 5-MeO-DALT a distinctive pharmacological profile that distinguishes it from both the 5-MeO-DMT family (shared 5-methoxy group) and the standard N,N-dialkyl tryptamines.

5-MeO-DALT is notable for being orally active, producing clear psychedelic effects after oral administration — this is relatively unusual among 5-MeO tryptamines, as 5-MeO-DMT itself requires MAOI co-administration or alternative routes for oral activity. Community reports generally describe 5-MeO-DALT as producing a relatively short-duration (3–5 hours), stimulating, and somewhat erotic psychedelic experience. Users have noted that it lacks some of the deep visual complexity of 4-substituted tryptamines but produces a distinctive stimulating and sensory character. The compound was occasionally discussed in early online psychedelic communities following Shulgin's documentation.

5-MeO-DALT also possesses monoamine reuptake inhibitor activity — it has been shown to inhibit DAT and SERT transporters — giving it a stimulant-adjacent pharmacological dimension absent from most classical psychedelic tryptamines. This may contribute to its stimulating character and could also increase cardiovascular risk.