Chemistry:Tabernanthalog
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| IUPAC name
8-methoxy-3-methyl-2,4,5,6-tetrahydro-1H-azepino[4,5-b]indole
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C14H18N2O | |
| Molar mass | 230.311 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tabernanthalog (TBG)[1] is a novel water-soluble, non-toxic azepinoindole[2] analog of the psychoactive drug ibogaine first synthesized by Professor David E. Olson at UC Davis.
In rodents, it was found to promote structural neural plasticity, reduce drug seeking behavior, and produce antidepressant like effects.[1][3][4][5] It has also been shown that it effectively reduces motivation for heroin and alcohol in rats. This indicates its efficacy in animals with a history of heroin and alcohol polydrug use.[6]
Due to the rapidly-induced and enduring neuroplasticity, Tabernanthalog is a member of the class of compounds known as non-hallucinogenic psychoplastogens.[1] This compound, as well as related compounds, are licensed by Delix Therapeutics and are being developed as potential medicines for neuropsychiatric disorders.[7]
See also
- PNU-22394
- Psychoplastogen
- Delix Therapeutics
- David E. Olson
References
- ↑ 1.0 1.1 1.2 "A non-hallucinogenic psychedelic analogue with therapeutic potential". Nature 589 (7842): 474–479. January 2021. doi:10.1038/s41586-020-3008-z. PMID 33299186. Bibcode: 2021Natur.589..474C.
- ↑ "Azepinoindoles. I. Hexahydroazepino[4,5-b]indoles". Journal of Medicinal Chemistry 11 (1): 101–106. January 1968. doi:10.1021/jm00307a023. PMID 5637151.
- ↑ "An analog of psychedelics restores functional neural circuits disrupted by unpredictable stress". Molecular Psychiatry 26 (11): 6237–6252. November 2021. doi:10.1038/s41380-021-01159-1. PMID 34035476.
- ↑ "Engineering Safer Psychedelics for Treating Addiction". Neuroscience Insights 16: 26331055211033847. 2021-07-20. doi:10.1177/26331055211033847. PMID 34350400.
- ↑ "Tabernanthalog Reduces Motivation for Heroin and Alcohol in a Polydrug Use Model". Psychedelic Medicine 1 (2): 111–119. June 2023. doi:10.1089/psymed.2023.0009. PMID 37360328.
- ↑ "Tabernanthalog Reduces Motivation for Heroin and Alcohol in a Polydrug Use Model". Psychedelic Medicine 1 (2): 111–119. June 2023. doi:10.1089/psymed.2023.0009. PMID 37360328.
- ↑ "Can we take the high out of psychedelics?". Wired. 6 March 2021. https://www.wired.co.uk/article/psychedelics-without-the-high. Retrieved 12 July 2022.
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