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4-HO-DPT
Chemical compound From Wikipedia, the free encyclopedia
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4-HO-DPT, also known as 4-hydroxy-N,N-dipropyltryptamine or as deprocin, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT).[1][2] It is taken orally.[1][2]
The drug acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT2A receptor.[3] It produces psychedelic-like effects in animals.[3] The drug is closely structurally related to other psychedelic tryptamines such as dipropyltryptamine (DPT), 5-MeO-DPT, and psilocin (4-HO-DMT), among others.[1]
4-HO-DPT was first described in the scientific literature by David Repke and colleagues in 1977.[4][5][3][6] It was encountered as a novel designer drug in 2012.[7][8][9][3] A presumed prodrug, 4-AcO-DPT, is also known, and has likewise been encountered as a designer drug.[3]
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Use and effects
According to Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved) and other publications, the dose and duration of 4-HO-DPT are unknown.[1] At a dose of 20 mg orally, there were possibly threshold effects and nothing more.[1][10] Per Shulgin, there were not enough observations to know what dose would result in activity or what the effects would be.[1] However, the occurrence of threshold effects at a dose of 20 mg was suggestive that "something is nearby".[1]
Subsequently, 4-HO-DPT and its presumed prodrug 4-AcO-DPT have been encountered as novel designer drugs, substantiating the notion that more significant effects do indeed occur with 4-HO-DPT at sufficiently high doses.[7][8][9][3] Based on user reports, 4-HO-DPT has an onset of 15 to 45 minutes, a duration of 5 to 8 hours, and produces hallucinogenic effects including psychedelic visuals among others.[2]
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Interactions
Pharmacology
Summarize
Perspective
Pharmacodynamics
4-HO-DPT acts as a high-efficacy partial agonist to full agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[3] It has more than two orders of magnitude greater potency as an agonist of the serotonin 5-HT2A and 5-HT2B receptors than as an agonist of the serotonin 5-HT2C receptor.[3] Hence, it shows considerable selectivity for the serotonin 5-HT2A receptor over the serotonin 5-HT2C receptor.[3]
Compared to psilocin (4-HO-DMT), 4-HO-DPT has about the same potency and efficacy as a serotonin 5-HT2A receptor agonist, has about the same potency but is much more efficacious as a serotonin 5-HT2B receptor agonist (Emax = 39% vs. 94%, respectively), and has about the same efficacy but approximately 10-fold lower potency as a serotonin 5-HT2C receptor agonist.[3]
4-HO-DPT produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[3] Its potency for inducing the head-twitch response in mice is about 4- or 5-fold lower than that of psilocin.[3]
Pharmacokinetics
The metabolism of 4-HO-DPT has not been studied.[11][12]
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Chemistry
4-HO-DPT, also known as 4-hydroxy-N,N-dipropyltryptamine, is a substituted tryptamine and 4-hydroxytryptamine derivative related to psilocin (4-HO-DMT).[1]
Synthesis
The chemical synthesis of 4-HO-DPT has been described.[1][4] It is said to be difficult to make.[1]
Crystal structure
In 2019, Chadeayne and colleagues solved the crystal structure of the fumarate salt of 4-HO-DPT.[13] The authors describe the structure as follows: "The asymmetric unit contains one 4-HO-DPT cation, protonated at the dipropylamine N atom. There are also two independent water molecules, and half of a fumarate ion present."[13]
Analogues
Analogues of 4-HO-DPT include dipropyltryptamine (DPT), 5-MeO-DPT, psilocin (4-HO-DMT), 4-HO-DET, 4-HO-DiPT, 4-HO-MPT, 4-HO-EPT, 4-HO-PiPT, and 5-HO-DPT, among others.[1] 4-AcO-DPT is a presumed prodrug of 4-HO-DPT.[3]
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History
4-HO-DPT was first described in the scientific literature by David Repke and colleagues in 1977.[4][5][3][6] Subsequently, it was described in further detail by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[1] The drug was encountered as a novel designer drug in Europe in 2012.[7][8][9][3]
Society and culture
Legal status
Germany
4-HO-DPT is controlled in Germany under the Neue-psychoaktive-Stoffe-Gesetz (NpSG; New Psychoactive Substances Act) as of July 2019.[14][15][16][17]
Sweden
4-HO-DPT is classified as a "dangerous substance" Sweden, which means that it cannot be legally bought or sold without a special permit, though it is still not yet an illegal drug.[18]
Switzerland
4-HO-DPT is a controlled substance in Switzerland as of 2020.[19]
United Kingdom
4-HO-DPT is a Class A drug in the United Kingdom, as a result of the tryptamine catch-all clause.[20]
United States
4-HO-DPT is not an explicitly controlled substance in the United States. However, the drug is a close analogue of psilocin (4-HO-DMT), which is a Schedule I controlled substance in this country, and hence sale for intended human consumption could be illegal under the Federal Analogue Act.[citation needed]
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See also
References
External links
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