Abstract
The title compound, 5-hy-droxy-N,N,N-tri-methyl-tryptammonium (5-HTQ) iodide {systematic name: [2-(5-hy-droxy-1H-indol-3-yl)eth-yl]tri-methyl-aza-nium iodide}, C13H19N2O+·I-, has a single tryptammonium cation and one iodide anion in the asymmetric unit. The ions are held together by N-H⋯I and O-H⋯I hydrogen bonds in infinite chains along [100].
Highlights
Iodide {systematic name: [2-(5-hydroxy-1H-indol-3-yl)ethyl]trimethylazanium iodide}, C13H19N2O+ÁIÀ, has a single tryptammonium cation and one iodide anion in the asymmetric unit
Bufotenidine, the N,N,N-trimethyl analog of serotonin, was first identified in toad secretions in 1934 (Wieland et al, 1934). This is one of many indoalkylamines found in the secretions of the Colorado River toad, including bufotenine (5-hydroxy-N,N-dimethyltryptamine), 5-MeO-DMT (5-methoxy-N,N-dimethyltryptamine), 5-methoxytryptophol, and bufoviridine
The inhalation of vaporized dried toad secretions has been examined in the treatment of depression, anxiety and stress (Uthaug et al, 2019)
Summary
Keywords: crystal structure; natural product; tryptamines; indoles; hydrogen bonding. iodide {systematic name: [2-(5-hydroxy-1H-indol-3-yl)ethyl]trimethylazanium iodide}, C13H19N2O+ÁIÀ, has a single tryptammonium cation and one iodide anion in the asymmetric unit. The ions are held together by N—HÁ Á ÁI and O— HÁ Á ÁI hydrogen bonds in infinite chains along [100].
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