4-HO-DiPT

Chemical compound

DE: NpSG (Industrial and scientific use only)
UK: Class A
US: Unscheduled

Pharmacokinetic dataElimination half-life1-2 hrsIdentifiers

IUPAC name

3-[2-(diisopropylamino)ethyl]-1H-indol-4-ol

CAS Number

132328-45-1^Y
HCl: 63065-90-7^Y

ChemSpider

10579819^Y

UNII

YG9OUS518B
HCl: KE76PMQ2P3^Y

CompTox Dashboard (EPA)

DTXSID50618836

ECHA InfoCard100.214.853

Chemical and physical dataFormulaC₁₆H₂₄N₂OMolar mass260.381 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

CC(C)N(CCc1c[nH]c2cccc(O)c12)C(C)C

InChI

InChI=1S/C16H24N2O/c1-11(2)18(12(3)4)9-8-13-10-17-14-6-5-7-15(19)16(13)14/h5-7,10-12,17,19H,8-9H2,1-4H3^Y
Key:KBRYKXCBGISXQV-UHFFFAOYSA-N^Y

^NY (what is this?) (verify)

4-Hydroxy-N,N-diisopropyltryptamine (4-HO-DiPT or Iprocin) is a synthetic psychedelic drug. It is a higher homologue of psilocin, 4-HO-DET, and is a positional isomer of 4-HO-DPT and has a tryptamine molecular sub-structure.

Dosage

4-HO-DiPT is orally active at around 3 mg and above, and its effects last for 2–3 hours.^[1] Higher doses such as those above 30 mgs can increase the duration of the effects significantly.

Effects

The effects of 4-HO-DiPT are broadly comparable to those of other serotonergic psychedelics such as LSD and psilocin, but they are distinguished by their relative brevity. Shulgin "doubt[s] that there is another psychedelic drug, anywhere, that can match this one for speed, for intensity, for brevity, and sensitivity to dose, at least one that is active orally." An idiosyncratic effect of the drug, also noted by Shulgin, is its tendency to induce tremors.^[2]^[3]^[4]

Some users have reported a minor audio distortion with lower dosages. Higher dosages increase the polarity of the distortion. It is defined as being slightly lower in pitch and creating several different effects, such as pitch bend, volume distortion, and rate distortion. As with most DiPT psychedelics, music can become more dissonant and less harmonious. Users have also reported a visual distortion widely comparable to the hallucinogen LSD.

Pharmacology

Pharmacodynamics

Binding Sites	Binding Affinity Ki (μM)	Action ^[5]
5-HT_1A	5.7	???
5-HT_2A	0.728	partial agonist
5-HT_2C	2.8	???
D₁	>25	???
D₂	>25	???
D₃	>25	???
α_1A	>12	???
α_2A	15	???
TAAR₁	>15	???
H₁	9.8	???
SERT	1.8	inhibitor
DAT	>26	inhibitor
NET	11	inhibitor

Clinical trials

FT-104, a prodrug to 4-HO-DiPT, has entered double blind, randomized, placebo controlled, phase 1 clinical trials in healthy volunteers at the Royal Adelaide Hospital in Australia for the treatment of postpartum depression and treatment-resistant depression. ^[6]^[7]^[8]

Wikimedia Commons has media related to 4-HO-DIPT.

Legal status

Finland

Scheduled in government decree on psychoactive substances banned from the consumer market.^[9]

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.^[10]

United States

4-HO-DiPT is not scheduled at the federal level in the United States,^[11] 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.

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.^[12]

References

^ "Erowid 4-HO-DiPT Vault : Dosage". www.erowid.org. Retrieved 8 April 2023.
^ Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
^ "4-Hydroxy-DIPT". Erowid.
^ "Tihkal 4-HO-DIPT entry".
^ Rickli A, Moning OD, Hoener MC, Liechti ME (August 2016). "Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens" (PDF). European Neuropsychopharmacology. 26 (8): 1327–37. doi:10.1016/j.euroneuro.2016.05.001. PMID 27216487. S2CID 6685927.
^ "Field Trip Announces First Dosings in Phase I Clinical Study of FT-104" (Press release). 21 July 2022.
^ "An Inside Look into Field Trip's Next-Generation Psychedelic, FT-104". 11 August 2022.
^ "WIPO - Search International and National Patent Collections". patentscope.wipo.int. Retrieved 8 April 2023.
^ "FINLEX ® - Säädökset alkuperäisinä: Valtioneuvoston asetus kuluttajamarkkinoilta… 1130/2014". www.finlex.fi. Retrieved 8 April 2023.
^ "Svensk författningssamling" [Swedish Code of Statutes] (PDF) (in Swedish). Archived from the original (PDF) on 29 September 2013. Retrieved 25 September 2013.
^ "21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I." Archived from the original on 27 August 2009. Retrieved 17 December 2014.
^ "Statutes & Constitution :View Statutes : Online Sunshine". leg.state.fl.us. Retrieved 8 April 2023.

External links

Erowid 4-HO-DIPT Vault
4-HO-DIPT entry in TiHKAL • info

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alpha-alkyltryptamines	4,5-DHP-α-MT 5-MeO-α-ET 5-MeO-α-MT α-ET α-MT
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Ibogaine-related	18-MAC 18-MC Coronaridine Ibogaine Ibogamine ME-18-MC Noribogaine Tabernanthine Voacangine
x-MET	(Metocin) 4-HO-MET (Metocetin) 4-AcO-MET 5-MeO-MET MET
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v t e Tryptamines
1-Methylpsilocin 2,alpha-DMT 2-Me-DET 2-Methyl-5-HT 2,N,N-TMT 4,5-DHP-DMT 4,5-MDO-DMT 4,5-MDO-DiPT 4-AcO-DALT 4-AcO-DET 4-AcO-DMT 4-AcO-DiPT 4-AcO-EPT 4-AcO-NMT 4-AcO-MALT 4-AcO-MET 4-AcO-DPT 4-AcO-MiPT 4-F-5-MeO-DMT 4-HO-5-MeO-DMT 4-HO-DALT 4-HO-DBT 4-HO-DET 4-HO-DiPT 4-HO-DPT 4-HO-DSBT 4-HO-EPT 4-HO-MALT 4-HO-MET 4-HO-McPT 4-HO-McPeT 4-HO-MiPT 4-HO-MPMI 4-HO-MPT 4-HO-MsBT 4-HO-NMT 4-HO-PiPT 4-HO-pyr-T 4-HO-αMT 4-Me-αET 4-Me-αMT 4-MeO-DiPT 4-MeO-DMT 4-MeO-MiPT 4-PrO-DMT 5,6-MeO-MiPT 5,6-MDO-DiPT 5,6-MDO-DMT 5,6-MDO-MiPT 5,7-Dihydroxytryptamine 5-BT 5-Bromo-DMT 5-CT 5-Chloro-αMT 5-Chloro-DMT 5-Ethoxy-αMT 5-Ethoxy-DMT 5-Ethyl-DMT 5-Fluoro-AET 5-Fluoro-αMT 5-Fluoro-DET 5-Fluoro-DMT 5-Fluoro-EPT 5-Fluoro-MET 5-HO-αMT 5-HO-DiPT 5-HTP 5-iPrO-AMT 5-MeS-DMT 5-Methoxytryptamine 5-MeO-7,N,N-TMT 5-Methyl-αET 5-MeO-2-TMT 5-MeO-αET 5-MeO-αMT 5-MeO-DALT 5-MeO-DBT 5-MeO-DET 5-MeO-DiPT 5-MeO-DMT 5-MeO-DPT 5-MeO-EiPT 5-MeO-EPT 5-MeO-MALT 5-MeO-MET 5-MeO-MiPT 5-MeO-MPMI 5-MeO-NMT 5-MeO-pyr-T 5-MeO-NBpBrT 5-Methyl-DMT 5-(Nonyloxy)tryptamine 6-Fluoro-αMT 6-Fluoro-DMT 6-Hydroxymelatonin 6-MeO-THH 7-Chloro-AMT 7-Methyl-α-ethyltryptamine 7-Methyl-DMT Acetryptine Aeruginascin αET Alpha,N-DMT α,N,N-Trimethyltryptamine Alpha,N,O-TMS AL-37350A αMT Baeocystin BNC-210 Bufotenidine Bufotenin (5-HO-DMT) BW-723C86 Convolutindole A CP-132,484 DALT DBT Desformylflustrabromine DET DiPT DPT E-6801 E-6837 Ethocybin EiPT EMDT EPT FGIN-127 FGIN-143 Harmaline HIOC Ibogaine Idalopirdine Indorenate Iprocin Lespedamine Luzindole MET Methylbutyltryptamine MiPT MPT Miprocin Melatonin MPMI MS-245 NAS N-Ethyltryptamine N-Feruloylserotonin NMT DMT Norbaeocystin Normelatonin N-t-Butyltryptamine O-4310 Oxypertine Plakohypaphorine PiPT Psilocin (4-HO-DMT) Psilocybin (4-PO-DMT) Pyr-T Rizatriptan RU-28306 Serotonin ST-1936 Sumatriptan Tryptamine Tryptophan Yohimbine Yuremamine Zolmitriptan

Tryptamines