dimethylallyltryptammmonium, N,M-dimethyl-N-allyltryptammonium

The Chemistry of DMALT

DMALT is an unsubstituted structural analog of the toad secretion bufotenidine and the magic mushroom compound aeruginascin. Chemically, it is a quaternary tryptammonium compound.

In August 2020, Chadeayne et al. solved the crystal structure of the iodide salt of DMALT and published a method for its synthesis.1 Elucidation of the crystal structure gives researchers an as-in-nature structure of the compound for further study. The synthesis method is an advancement in psychedelic chemistry that allows labs to synthesize the compound in-house for use in research studies.

The Pharmacology of DMALT

Nothing is known about the pharmacology of DMALT.

The Applications and Potential of DMALT

Studying the applications and potential of DMALT is a wide-open area for research. In biological systems, tryptamines present themselves in the tryptammonium (i.e., protonated) form.2 As such, tryptammonium compounds (such as Chadeayne et al.’s iodide salt) present useful targets for understanding the mechanisms and effects of psychedelic compounds in drug research.

  1. Chadeayne AR, Pham DNK, Golen JA, Manke DR. Quaternary tryptammonium salts: N,N-dimethyl-N-n-propyl­tryptammonium (DMPT) iodide and N-allyl-N,N-di­methyl­tryptammonium (DMALT) iodide. Acta Cryst E. 2020;76(8):1357-1360. doi:10.1107/S2056989020010014
  2. Koleva BB, Kolev TM, Mayer-Figge H, Seidel RW, Spiteller M, Sheldrick WS. Are there preferable conformations of the tryptammonium cation in the solid state? Crystal structure and solid-state linear polarized IR-spectroscopic study of tryptammonium hydrogentartarate. Structural Chemistry. 2008;19(1):147-154. doi:10.1007/s11224-007-9265-8