5-Methoxy-N,N-di-n-propyltryptamine (5-MeO-DPT): freebase and fumarate

Autor: Duyen N. K. Pham, Andrew R. Chadeayne, James A. Golen, David R. Manke
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Acta Crystallographica Section E: Crystallographic Communications, Vol 77, Iss 5, Pp 522-526 (2021)
Druh dokumentu: article
ISSN: 2056-9890
20569890
DOI: 10.1107/S2056989021003753
Popis: The solid-state structures of the synthetic psychedelic 5-methoxy-N,N-di-n-propyltryptamine (5-MeO-DPT) {systematic name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-propylpropan-1-amine}, C17H25N2O, and its fumarate salt, bis(5-methoxy-N,N-di-n-propyltryptammonium) fumarate (systematic name: bis{N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-propylpropan-1-aminium} but-2-enedioate), 2C17H25N2O+·C4H2O42−, 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 R44(22) rings, and C22(14) and C44(28) parallel chains along [001].
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