Bis(4-acetoxy-N,N-dimethyltryptammonium) fumarate: a new crystalline form of psilacetin, an alternative to psilocybin as a psilocin prodrug

Bis(4-acetoxy-N,N-dimethyltryptammonium) fumarate: a new crystalline form of psilacetin, an alternative to psilocybin as a psilocin prodrug. Chadeayne, A., R., Golen, J., A., & Manke, D., R.

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The title compound (systematic name: bis2-[4-(acetyloxy)-1H-indol-3-yl]ethan1-aminium but-2-enedioate), 2C14H19N2O2 + C4H2O4 2, has a single protonated psilacetin cation and one half of a fumarate dianion in the asymmetric unit. There are N—HO hydrogen bonds between the ammonium H atoms and the fumarate O atoms, as well as N—HO hydrogen bonds between the indole H atoms and the fumarate O atoms. The hydrogen bonds hold the ions together in infinite one-dimensional chains along [111].

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 title = {Bis(4-acetoxy-N,N-dimethyltryptammonium) fumarate: a new crystalline form of psilacetin, an alternative to psilocybin as a psilocin prodrug},
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 abstract = {The title compound (systematic name: bis2-[4-(acetyloxy)-1H-indol-3-yl]ethan1-aminium but-2-enedioate), 2C14H19N2O2 + C4H2O4 2, has a single protonated psilacetin cation and one half of a fumarate dianion in the asymmetric unit. There are N—HO hydrogen bonds between the ammonium H atoms and the fumarate O atoms, as well as N—HO hydrogen bonds between the indole H atoms and the fumarate O atoms. The hydrogen bonds hold the ions together in infinite one-dimensional chains along [111].},
 bibtype = {article},
 author = {Chadeayne, Andrew R. and Golen, James A. and Manke, David R.}
}

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