5-Methoxy-N,N-di-n-propyltryptamine (5-MeO-DPT): freebase and fumarate
Duyen N. K. Pham, Andrew R Chadeayne, James A. Golen, David R. Manke
Acta Crystallographica. Section E, Crystallographic Communications April 13, 2021 DOI: 10.1107/s2056989021003753 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Structural chemistry report Peer reviewed |
|---|---|
| Topics | 5-MeO-DMT |
| Keywords | Stereochemistry Medicinal chemistry |
| Citations | 3 |
| Key points | The freebase of 5-MeO-DPT forms N—H...N hydrogen-bonded zigzag chains, while its fumarate salt forms N—H...O hydrogen-bonded one-dimensional chains with characteristic ring and chain motifs. |
Abstract
The solid-state structures of the synthetic psychedelic 5-methoxy- N , N -di- n -propyltryptamine (5-MeO-DPT) {systematic name: N -[2-(5-methoxy-1 H -indol-3-yl)ethyl]- N -propylpropan-1-amine}, C 17 H 25 N 2 O, and its fumarate salt, bis(5-methoxy- N , N -di- n -propyltryptammonium) fumarate (systematic name: bis{ N -[2-(5-methoxy-1 H -indol-3-yl)ethyl]- N -propylpropan-1-aminium} but-2-enedioate), 2C 17 H 25 N 2 O + ·C 4 H 2 O 4 2− , are reported. The freebase has a single tryptamine molecule in the asymmetric unit. The molecules are linked together by N—H...N hydrogen bonds in zigzag chains along the [010] direction. The fumarate salt has a single tryptammonium cation and half of a fumarate dianion in the asymmetric unit. The tryptammonium and fumarate ions are held together in one-dimensional chains by a series of N—H...O hydrogen bonds. These chains are combinations of R 4 4 (22) rings, and C 2 2 (14) and C 4 4 (28) parallel chains along [001].
Citations in the library
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Cites 12
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