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Ibogainalog

Serotonergic psychedelic From Wikipedia, the free encyclopedia

Ibogainalog
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Ibogainalog (IBG), also known as 9-methoxyibogaminalog, is a non-selective serotonin receptor modulator, serotonergic psychedelic, and psychoplastogen of the ibogalog group related to the iboga alkaloid ibogaine but with a simplified chemical structure.[1][2][3]

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Pharmacology

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Ibogainalog acts as a non-selective serotonin receptor modulator, including as an agonist of the serotonin 5-HT1B, 5-HT1F, 5-HT2A, and 5-HT6 receptors, as an agonist or antagonist of the serotonin 5-HT2B and 5-HT2C receptors, and as an inverse agonist of the serotonin 5-HT7 receptor.[3][4][5][6] Unlike noribogaine, IBG shows no activation of the opioid receptors or κ-opioid receptor agonism.[3] In addition to its actions at serotonin receptors, IBG weakly inhibits certain nicotinic acetylcholine receptors.[7] The drug also acts as a relatively weak serotonin reuptake inhibitor.[5]

The drug produces the head-twitch response in animals and hence shows psychedelic-like effects.[1][3] However, it has reduced and relatively weak hallucinogen-like effects compared to 5-MeO-DMT.[1][5][3] Conversely, tabernanthalog (TBG), a simplified analogue of tabernanthine and positional isomer of IBG, appears to be completely non-hallucinogenic.[1][3] IBG shows comparable psychoplastogenic activity to ibogaine.[1] In contrast to ibogaine, IBG and TBG appear to have much less or no potential for cardiotoxicity secondary to hERG inhibition.[1][3] However, TBG showed a better overall safety profile than IBG and was selected for development instead of IBG.[1][3] IBG shows analgesic effects against neuropathic pain and visceral pain in animals that appear to be mediated by serotonin 5-HT2A receptor activation.[4]

In early animal studies, ibogainalog was described as having enhanced tryptamine-like, tremorogenic, and sedative effects compared to ibogaine.[8][9] It was also said to have chlorpromazine-like effects.[8][9]

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Chemistry

IBG can be viewed as a conformationally restricted analogue of 5-MeO-DMT, whereas TBG can be viewed as a conformationally restricted analogue of 6-MeO-DMT.[2][3] Owing to their simplified structures, the chemical syntheses of IBG and TBG are much more practical than the synthesis of ibogaine.[1]

History

Ibogainalog was first described in the scientific literature by 1968.[8][9] Subsequently, it was studied and described in greater detail by David E. Olson and colleagues in the 2020s.[3]

See also

References

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