Top Qs
Timeline
Chat
Perspective
4-HO-DiPT
Chemical compound From Wikipedia, the free encyclopedia
Remove ads
4-HO-DiPT, also known as 4-hydroxy-N,N-diisopropyltryptamine or as iprocin, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT).[1][3] It is taken orally.[1] The drug has an unusually fast onset, short duration, and narrow dose range.[1]
It acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT2A receptor.[4][5][6][7] Unlike many other psychedelic tryptamines, the drug appears to have far lower potency as an agonist of the serotonin 5-HT2C receptor relative to the serotonin 5-HT2A receptor.[4][5][6][7] It is a derivative of DiPT, a higher homologue of psilocin (4-HO-DMT) and 4-HO-DET, and a skeletal isomer of 4-HO-DPT.[1]
4-HO-DiPT was first described in the scientific literature by 1977.[3][8][9] It was later described in greater detail by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[3][8][1] The drug was encountered as a novel designer drug by 2005.[10] In the 2020s, a prodrug of 4-HO-DiPT known as luvesilocin (RE-104, FT-104; 4-GO-DiPT) was developed and is in clinical trials for the treatment of psychiatric disorders such as postpartum depression.[3][11][12][2]
Remove ads
Use and effects
Summarize
Perspective
In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin reported that 4-HO-DiPT had a dose range of 15 to 20 mg orally and a duration of 2 to 3 hours.[1][13] However, a wider dose range of 3 to 30 mg or more orally has also been reported.[14] Shulgin has stated that 4-HO-DiPT has an especially steep dose–response curve and narrow dose range, with doses below 10 mg having been found to produce few to no effects and doses of more than 20 mg having not been tested due to the intensity of its effects.[1] He personally found that a 20 mg dose produced an intense plus-three experience on the Shulgin Rating Scale that "flirted with" the magical plus-four transcendental peak experience.[1] The drug's onset of action is 15 to 20 minutes and peak effects occur after 20 to 30 minutes.[1] Shulgin has stated that he "truly doubt[s] that there is another psychedelic drug, anywhere, that can match [4-HO-DiPT] for speed, for intensity, for brevity, and [sensitivity] to dose, at least one that is active orally."[1]
The effects of 4-HO-DiPT have been reported to include introspective changes, insights and realizations, mild object distortion, slight color effects, rainbow halos around objects, very little in the way of closed-eye visuals, little in terms of psychedelic visuals or sensory changes in general, mild stimulation, mild elation, light tension, orgasmic enhancement, and powerful religious-esque experiences.[1] Other effects included sensations of muscle loosening, leg tremors, chill-like sensations, and vague body malaise.[1] Shulgin has stated that he doubts that 4-HO-DiPT could be distinguished from psilocin (4-HO-DMT) in any blinded clinical study.[15] Due to its rapid onset and short duration among other qualities, 4-HO-DiPT has been described as a "good 'novice' introduction to hallucinogens".[1]
The effects of 4-HO-DiPT have been clinically studied in the form of its prodrug luvesilocin (RE-104; FT-104; 4-GO-DiPT).[2] Luvesilocin was evaluated at doses of 5 to 40 mg (equivalent to ~4–32 mg 4-HO-DiPT) by subcutaneous injection in this study.[2] It was specifically assessed in terms of modified Drug Effect Questionnaire (DEQ) ratings and adverse effects.[2]
Remove ads
Interactions
Pharmacology
Summarize
Perspective
Pharmacodynamics
4-HO-DiPT acts as an agonist of serotonin receptors, including the serotonin 5-HT2A and 5-HT2B receptors.[4][5][6][7][17] It may also act as a serotonin reuptake inhibitor, although its potency is variable across studies.[4][5][6][7] The drug appears to activate the serotonin 5-HT2C receptor with low potency and much lower than for the serotonin 5-HT2A receptor.[4][5][6][7] However, in another study, it was only about 2.5-fold more potent as an agonist of the serotonin 5-HT2A receptor relative to the serotonin 5-HT2C receptor.[18] The drug activates other serotonin receptors with lower potency as well.[18] Unlike many other tryptamines, 4-HO-DiPT is not a ligand of the rodent trace amine-associated receptor 1 (TAAR1).[4][19]
The drug has been found to produce the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[3][13][5] In addition, it has fully efficacious anti-inflammatory in preclinical research.[3][17] 4-HO-DiPT has also been found to produce anxiolytic effects in rodents.[18]
Pharmacokinetics
The pharmacokinetics of 4-HO-DiPT have been studied.[16][2] The elimination half-life of 4-HO-DiPT in humans when given in the form of its prodrug luvesilocin (4-GO-DiPT) by subcutaneous injection has been found to range from 2.7 to 4.1 hours.[2] The average experience duration was 3.6 hours at a dose of 30 mg in the study.[2]
Remove ads
Chemistry
4-HO-DiPT, also known as 4-hydroxy-N,N-diisopropyltryptamine, is a substituted tryptamine.[1] It is a synthetic analogue of the neurotransmitter serotonin (5-hydroxytryptamine; 5-HT) and of the naturally occurring serotonergic psychedelics psilocin (4-HO-DMT) and psilocybin (4-PO-DMT).[1]>[3]
Synthesis
The chemical synthesis of 4-HO-DiPT has been described.[1]
Analogues
4-HO-DiPT is closely related to analogues including DiPT, 5-MeO-DiPT, psilocin (4-HO-DMT), 4-HO-DET (ethocin), 4-HO-MET (metocin), 4-HO-MiPT (miprocin), 4-HO-DPT (deprocin), 4-HO-MPT (meprocin), 4-HO-DALT (dalocin), and 4-HO-MALT (malocin), among others.[1] 4-AcO-DiPT (ipracetin) and luvesilocin (4-GO-DiPT) are ester prodrugs of 4-HO-DiPT.[3][5][2]
Remove ads
History
4-HO-DiPT was first described in the scientific literature by David Repke and colleagues in 1977.[3][8][9] Subsequently, its effects in humans were described by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[3][8][1] The drug was encountered as a novel designer drug in Europe by 2005.[10] Luvesilocin (4-GO-DiPT), a prodrug of 4-HO-DiPT, was first described in 2021.[3][20]
Remove ads
Society and culture
Summarize
Perspective
Legal status
Finland
Scheduled in government decree on psychoactive substances banned from the consumer market.[21]
Germany
Scheduled in New Psychoactive Substances Act (NpSG). Use of covered substances is permitted only for industrial and scientific purposes.
Sweden
Sveriges riksdags health ministry Statens folkhälsoinstitut classified 4-HO-DiPT as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Mar 1, 2005, in their regulation SFS 2005:26 listed as 4-hydroxi-N,N-diisopropyltryptamin (4-HO-DIPT), making it illegal to sell or possess.[22]
United States
4-HO-DiPT is not scheduled at the federal level in the United States,[23] but it is possible that it could be considered an analog of 5-MeO-DiPT, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act. The United States Drug Enforcement Administration (DEA) proposed scheduling 4-HO-DiPT in January 2022, but due to an effective public response, it withdrew its proposal in July 2022.[3]
Florida
"4-Hydroxy-N,N-diisopropyltryptamine" is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess in Florida.[24]
Remove ads
Research
Luvesilocin
Luvesilocin (developmental code names RE-104, FT-104; O-glutaryl-4-HO-DiPT or 4-GO-DiPT), a prodrug of 4-HO-DiPT, has entered phase 2 clinical trials for treatment of psychiatric conditions such as postpartum depression and treatment-resistant depression.[11][25][26][27]
See also
References
External links
Wikiwand - on
Seamless Wikipedia browsing. On steroids.
Remove ads