ACS chemical neuroscience
December 18, 2024
Grant C Glatfelter, Allison A Clark, Natalie G Cavalco et al.
14 citations
5-MeO-DMT and its analogs bind to multiple serotonin and adrenergic receptors, with potent activity at 5-HT2A and 5-HT1A receptors. In mice, these compounds induce head twitch responses (a proxy for psychedelic-like effects) with varying potencies (ED50 0.2–1.8 mg/kg) and maximal effects (20–60 head twitches per 30 minutes), while higher doses cause hypothermia and reduced movement (ED50 3.2–20.6 mg/kg). Blocking 5-HT1A receptors enhances head twitch responses, unmasking activity in some analogs and increasing maximal responses to 40–90 head twitches per 30 minutes, indicating that 5-HT1A activation dampens 5-HT2A-mediated psychedelic-like effects. Suppression of head twitch responses by 5-HT1A only occurred at high 5-MeO-DMT doses, suggesting other receptors also modulate these effects.
IUCrData
April 1, 2020
Andrew R Chadeayne, Duyen N. K. Pham, J. Golen et al.
7 citations
The solid-state structure of the synthetic psychedelic 5-methoxy-N,N-diallyltryptamine (5-MeO-DMT) is reported in its freebase form. The work provides crystallographic data, including molecular conformation and packing, which can inform understanding of the compound's chemical properties.
IUCrData
June 1, 2025
Maria Naeem, Andrew R Chadeayne, J. Golen et al.
The solid-state structure of the hydrofumarate salt of the synthetic psychedelic 4-hydroxy-N,N-diisopropyltryptamine (4-HO-DiPT) is reported.
Acta Crystallographica Section E: Crystallographic Communications
September 22, 2022
Maria Naeem, Barbara E. Bauer, Andrew R Chadeayne et al.
The solid-state structures of two solvated forms of 4-glutarato-N,N-diisopropyltryptamine were determined by single-crystal X-ray diffraction: a methanol monosolvate and an ethanol monosolvate. In both, the compound exists as a zwitterion with a protonated tertiary ammonium and a deprotonated glutarato carboxylate. The tryptamine zwitterions and alcohol solvates combine to produce near identical hydrogen-bonding networks, with N—H...O and O—H...O hydrogen bonds joining the molecules together in two-dimensional networks parallel to the (100) plane.
Acta Crystallographica Section E: Crystallographic Communications
March 19, 2021
Duyen N. K. Pham, Vamshikrishna Reddy Sammeta, Andrew R Chadeayne et al.
The synthesis and solid-state structure of the fumarate salt of the synthetic psychedelic 5-methoxy-N,N-diallyltryptamine (5-MeO-DALT) is reported. This work describes the chemical preparation and crystallographic characterization of this compound, providing structural details of its salt form.