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4-AcO-DiPT

FieldValue
Verifiedfieldsverified
verifiedrevid477345095
drug_name4-AcO-DiPT
image4-AcO-DiPT.svg
image_classskin-invert-image
width200px
image24-AcO-DiPT 3D.png
image_class2bg-transparent
width2200px
routes_of_administrationOral
classNon-selective serotonin receptor agonist; Serotonin [5-HT2A receptor](5-ht2a-receptor) agonist; Serotonergic psychedelic; Hallucinogen
ATC_prefixNone
CAS_number_Ref
CAS_number936015-60-0
PubChem24801868
ChemSpiderID_Ref
ChemSpiderID21106240
UNII_Ref
UNIIXV36ISE3YQ
synonyms4-Acetoxy-DiPT; 4-Acetoxy-*N*,*N*-diisopropyltryptamine
IUPAC_name3-{2-[di(propan-2-yl)amino]ethyl}-1*H*-indol-4-yl acetate
C18H=26N=2O=2
SMILESCC(C)N(CCc1c[nH]c2c1c(ccc2)OC(=O)C)C(C)C
StdInChI1S/C18H26N2O2/c1-12(2)20(13(3)4)10-9-15-11-19-16-7-6-8-17(18(15)16)22-14(5)21/h6-8,11-13,19H,9-10H2,1-5H3
StdInChIKeyZPAOVGZYDSXCPK-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

4-AcO-DiPT, also known as 4-acetoxy-N,N-diisopropyltryptamine or as ipracetin, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to 4-AcO-DMT (psilacetin). It is taken orally.

The drug is thought to likely be a prodrug of 4-HO-DiPT, which acts as a non-selective serotonin receptor agonist including of the serotonin 5-HT2A receptor. It produces psychedelic-like effects in animals.

4-AcO-DiPT was first described in the scientific literature by Alexander Shulgin by 2003. It was encountered as a novel designer drug in 2005.

Use and effects

According to Alexander Shulgin in a 2003 literature review, the dose range of 4-AcO-DiPT is 6 to 10mg orally. For comparison, the dose range of 4-HO-DiPT is listed as 15 to 20mg in the same review.

Interactions

Pharmacology

Pharmacodynamics

4-AcO-DiPT is thought to be likely to function as prodrug of 4-HO-DiPT, although pharmacokinetic studies are still needed to confirm this. It acts as a serotonin 5-HT2 receptor agonist, albeit with greatly reduced potency relative to 4-HO-DiPT. The drug produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.

Chemistry

4-AcO-DiPT is a tryptamine and is structurally similar to 4-HO-DiPT, psilocin (4-HO-DMT), and 4-AcO-DMT (psilacetin).

Analogues

Analogues of 4-AcO-DiPT include diisopropyltryptamine (DiPT), 4-HO-DiPT (iprocin), 4-PrO-DiPT, luvesilocin (4-GO-DiPT), 4-AcO-DMT (psilacetin), 4-AcO-DET (ethacetin), 4-AcO-DPT (depracetin), and 4-AcO-DALT (dalcetin), among others.

History

4-AcO-DiPT was first described in the scientific literature by Alexander Shulgin by 2003. It was encountered as a novel designer drug in 2005.

Society and culture

Denmark

4-AcO-DiPT is added to the list of Schedule B controlled substances.

Japan

4-AcO-DiPT is a controlled substance in Japan.

Sweden

Sveriges riksdags health ministry Statens folkhälsoinstitut classified 4-AcO-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-acetoxi-N,N-diisopropyltryptamin (4-AcO-DIPT), making it illegal to sell or possess.

United States

4-AcO-DiPT is an unscheduled substance in the United States. Due to similarities to other scheduled tryptamines, such as diethyltryptamine and psilocin, possession may be prosecuted under the Federal Analog Act in the United States.

References

References

  1. (2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
  2. (April 2021). "Investigation of the Structure-Activity Relationships of Psilocybin Analogues". ACS Pharmacol Transl Sci.
  3. https://isomerdesign.com/bitnest/external/EMCDDA/New-Drugs-In-Europe-2005
  4. Rodriguez-Cruz, S. E. (2005). Analysis and Characterization of Designer Tryptamines using Electrospray Ionization Mass Spectrometry (ESI-MS). ''Microgram'', ''3''(3–4), 107–129. https://forendex.southernforensic.org/uploads/references/MicrogramJournal/3.3-4.107.129.pdf
  5. (April 2023). "Pharmacologic Activity of Substituted Tryptamines at 5-Hydroxytryptamine (5-HT)2A Receptor (5-HT2AR), 5-HT2CR, 5-HT1AR, and Serotonin Transporter". J Pharmacol Exp Ther.
  6. "Bekendtgørelse om euforiserende stoffer - retsinformation.dk".
  7. "指定薬物一覧｜厚生労働省".
  8. (3 February 2005). "1Svensk författningssamling". www.notisum.se.
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5-ht2a-agonists 5-ht2b-agonists 5-ht2c-agonists acetate-esters 4-acyloxytryptamines designer-prodrugs n,n-dialkyltryptamines diisopropylamino-compounds psychedelic-tryptamines serotonin-receptor-agonists
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