4-HO-EPT
Pharmaceutical compound
From Wikipedia, the free encyclopedia
4-HO-EPT, also known as 4-hydroxy-N-ethyl-N-propyltryptamine or as eprocin, is a psychedelic drug of the tryptamine family, which is structurally related to psilocin (4-HO-DMT).[1] It was encountered as a novel designer drug in Japan by 2021.[1]
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| Other names | 4-OH-EPT; 4-Hydroxy-N-ethyl-N-propyltryptamine; Eprocin |
| Routes of administration | Oral |
| Drug class | Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen |
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| Formula | C15H22N2O |
| Molar mass | 246.354 g·mol−1 |
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Use and effects
4-HO-EPT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[2] Subsequently however, an assumed prodrug of 4-HO-EPT, 4-AcO-EPT, has emerged as a novel designer drug, and has been said based on online anecdotal reports to have a dose of 20 to 30 mg orally.[3][4]
Interactions
Pharmacology
Pharmacodynamics
| Target | Affinity (Ki, nM) |
|---|---|
| 5-HT1A | 163 |
| 5-HT1B | 1,097 |
| 5-HT1D | 644 |
| 5-HT1E | 591 |
| 5-HT2A | 546 (Ki) 3.2 (EC50) 100% (Emax) |
| 5-HT2B | 62 (Ki) 4.3 (EC50) 89% (Emax) |
| 5-HT2C | 1,272 (Ki) 129 (EC50) 89% (Emax) |
| 5-HT5A | 1,576 |
| 5-HT6 | 284 |
| 5-HT7 | 438 |
| α2A | 2,073 |
| α2B, α2C | >10,000 |
| D2 | 3,010 |
| D3 | 985 |
| D4, D5 | >10,000 |
| H1 | 406 |
| H2 | >10,000 |
| M4 | >10,000 |
| σ1 | 1,400 |
| σ2 | 1,773 |
| KOR | >10,000 |
| NR2B | 5,947 |
| SERT | 1,257 |
| DAT | >10,000 |
| Notes: The smaller the value, the more avidly the drug interacts with the site. Sources: [5][6] | |
4-HO-EPT is a potent full agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[5][6] It has one to two orders of magnitude greater potency as a serotonin 5-HT2A and 5-HT2B receptor agonist than as a serotonin 5-HT2C receptor agonist.[5] The drug also shows affinity for other serotonin receptors, such as the serotonin 5-HT1A and 5-HT6 receptors.[6] 4-HO-EPT produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[5]
Pharmacokinetics
The metabolism of 4-HO-EPT has been studied.[7]
Chemistry
Analogues
Analogues of 4-HO-EPT include ethylpropyltryptamine (EPT), 5-MeO-EPT, 5-fluoro-EPT, 4-HO-MPT, 4-HO-PiPT, 4-HO-DET, and 4-HO-DPT, among others.
Society and culture
Legal status
Canada
4-HO-EPT is not a controlled substance in Canada as of 2025.[8]
United Kingdom
4-HO-EPT is illegal in the United Kingdom as a result of the Psychoactive Substances Act of 2016.[9]
United States
4-HO-EPT may be considered an analogue of psilocin, which is a Schedule I drug under the Controlled Substances Act. As such, the sale for human consumption would be illegal under the Federal Analogue Act.[citation needed]