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2338772

DragonFLY

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2338772

DragonFLY

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DragonFLY

DragonFLY, also known as DFLY or H-DFLY, is a serotonin receptor agonist of the phenethylamine, DOx, and FLY families. It is the "dragonFLY" (benzodifuran) analogue of 2,5-dimethoxyamphetamine (2,5-DMA or DOH).

The enantiomers of DFLY, (R)-DFLY and (S)-DFLY, show affinity and activity at the serotonin 5-HT2 receptors. At the serotonin 5-HT2A receptor, the affinity (Ki) of (R)-DFLY was 1.5 nM and of (S)-DFLY was 37.9 nM, while at the serotonin 5-HT2C receptor, the affinity (Ki) of (R)-DFLY was 0.79 nM and of (S)-DFLY was 6.0 nM. In terms of activational potency at the serotonin 5-HT2A receptor, the EC50Tooltip half-maximal effective concentration (EmaxTooltip maximal efficacy) of (R)-DFLY was 590 nM (76%) while that of (S)-DFLY was 650 nM (68%). The enantiomers of DFLY have far greater activity as serotonin 5-HT2A receptor agonists than (R)-2,5-DMA but show dramatically lower potency than 4-substituted FLY analogues like Bromo-DragonFLY.

DFLY was included and described as an entry in Alexander Shulgin's 2011 book The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. However, it is not known to have been assessed in animals or humans, and hence it is unknown whether DFLY has psychedelic or other psychoactive effects in humans.

DFLY was first described in the scientific literature by at least 1999. It was not an explicitly controlled substance in the United States as of 2011.

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