DiPT: Difference between revisions

{{short description|Chemical compound}}

{{Infobox drug

| Watchedfields = changed

| verifiedrevid = 448829801

| IUPAC_name = 3-[2-(Diisopropylamino)ethyl]indole

| synonyms = ''N,N''-Diisopropyltryptamine, DiPT

| tradename = Dipt.

| pregnancy_category =

| legal_AU = Unscheduled

| legal_CA = Unscheduled

| legal_DE = NpSG

| legal_US = Unscheduled

| legal_status =

| routes_of_administration =

| excretion =

| CAS_number_Ref = {{cascite|correct|??}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = E352B01VMH

| smiles = CC(C)N(CCc1c[nH]c2ccccc12)C(C)C

'''Diisopropyltryptamine''' ({{IPAc-en|ˌ|d|aɪ|ˌ|aɪ|s|oʊ-|ˌ|p|r|oʊ|p|ᵻ|l|ˈ|t|r|ɪ|p|t|əm|iː|n}}; also known as '''''N,N''-diisopropyltryptamine''' or '''DiPT''') is a [[Psychedelic drug|psychedelic]] [[Psychedelics, dissociatives and deliriants|hallucinogenic drug]] of the [[tryptamine]] family that has a unique effect. While the majority of hallucinogens affect the visual sense, DiPT is primarily [[Auditory hallucination|aural]].<ref name=Shulgin>{{cite book |last=Shulgin |first=Alexander | name-list-style = vanc |title=TiHKAL: Tryptamines I Have Known and Loved |date=1997 |publisher=Transform Press |location=Berkeley, CA USA |isbn=0-9630096-9-9 |pages=403–406 |url=https://www.erowid.org/library/books_online/tihkal/tihkal04.shtml }}</ref>

==Hallucinogenic properties==

DiPT's effects are primarily aural. At lower doses, [[Alexander Shulgin]] reported effects similar to a [[flanging]] or a [[Phase (waves)|phase shift]]. At medium and higher dosages, the effect of DiPT is typically a radical shift downward in perceived [[Pitch (music)|pitch]]. This shift tends to be [[nonlinear]], in that the shift downwards varies in relation to the initial pitch. This can produce bizarre sounds and render music disharmonious.<ref name=Shulgin/> There has been an experiment involving subjects with [[absolute pitch|perfect pitch]], the goal of which was to determine whether the pitch difference is truly distortive or linear, the results of which indicated that there is no clear relationship between perceived pitch and actual pitch.<ref name=Shulgin/> Aside from these, the most prevalent non-auditory effect is inner ear pressure (which has been painful in some instances, for example when combined with [[MDMA]]).<ref name=Shulgin/>

DiPT is a derivative of tryptamine formed by substituting [[isopropyl]] groups for the two hydrogen atoms attached to the non-aromatic nitrogen atom in the tryptamine molecule.

==Pharmacodynamics==

{| class="wikitable"

|-

! Binding sites

! Binding affinity (K_i, μM)<ref name="pmid27216487">{{cite journal | vauthors = Rickli A, Moning OD, Hoener MC, Liechti ME | title = Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens | journal = European Neuropsychopharmacology | volume = 26 | issue = 8 | pages = 1327–37 | date = August 2016 | pmid = 27216487 | doi = 10.1016/j.euroneuro.2016.05.001 | s2cid = 6685927 | url = http://edoc.unibas.ch/53326/1/20170117174852_587e4af45b658.pdf }}</ref>

|-

| 5-HT_1A

| 0.538

|-

| 5-HT_2A

| 1.2

|-

| 5-HT_2C

| 6.5

|-

| D₁

| >25

|-

| D₂

| >25

|-

| D₃

| >25

|-

| α_1A

| >12

|-

| α_2A

| 3.6

|-

| TAAR₁

| >15

|-

| H₁

| 0.92

|-

| SERT

| 0.18

|-

| DAT

| 4.1

|-

| NET

| 8.9

|}

==Legal status==

===United Kingdom===

As is the case with many [[PiHKAL]] and [[TiHKAL]] drugs, it is [[Drugs controlled by the UK Misuse of Drugs Act|Class A]] in the UK, making it illegal to possess or use.

===United States===

DiPT is not [[US drug schedules|scheduled]] at the federal level in the [[United States]],<ref name="PART 1308 — SCHEDULES OF CONTROLLED SUBSTANCES - 1308.11 Schedule I">{{cite web | url = http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm | title = 21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I. | publisher = U.S. Department Of Justice | work = Drug Enforcement Administration (DEA) | access-date = 2014-12-17 | archive-date = 2009-08-27 | archive-url = https://web.archive.org/web/20090827043725/http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm | url-status = dead }}</ref> but it could be considered an analog of [[5-MeO-DiPT]], in which case purchase, sale, or possession for human consumption or illicit use that is not for scientific or industrial purposes could be prosecuted under the [[Federal Analog Act]]. Some of the people arrested in [[Operation Web Tryp]] were selling DiPT, however the drug is not explicitly forbidden or outlawed.

However the US Drug Enforcement Agency (DEA) withdrew a proposal to ban five psychedelic substances including 4-Hydroxy-N,N-diisopropyltryptamine (4-OH-DiPT), N-Isopropyl-5-Methoxy-N-Methyltryptamine (5-MeO-MiPT) and N,N-Diisopropyltryptamine (DiPT). DEA withdrew the proposed listing as schedule 1 banned substance after a public hearing in 2022.<ref>{{cite web |date=27 July 2022 |title=Placement of 4-hydroxy-N,N-diisopropyltryptamine (4-OH-DiPT), 5-methoxy-alpha-methyltryptamine (5-MeO-AMT), 5-methoxy-N-methyl-N-isopropyltryptamine (5-MeO-MiPT), 5-methoxy-N,N-diethyltryptamine (5-MeO-DET), and N,N-diisopropyltryptamine (DiPT) in Schedule I; Withdrawal of Proposed Rule |url=https://www.federalregister.gov/documents/2022/07/27/2022-16102/schedules-of-controlled-substances-placement-of-4-hydroxy-nn-diisopropyltryptamine-4-oh-dipt }}</ref>

====Florida====

"DiPT (N,N-Diisopropyltryptamine)" is a Schedule I [[controlled substance]] in the state of [[Florida]] making it illegal to buy, sell, or possess in Florida.<ref name="Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL">{{cite web | url = http://leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/0893.html | work = Florida Statutes | title = Chapter 893 - Drug Abuse Prevention and Control }}</ref>

===Sweden===

Sweden's public health agency suggested classifying DiPT as a [[hazardous substance]], on May 15, 2019.<ref>{{cite web | url=https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ | title=Folkhälsomyndigheten föreslår att 20 ämnen klassas som narkotika eller hälsofarlig vara | publisher=Folkhälsomyndigheten | language=sv | date=15 May 2019 | access-date=11 November 2019 | archive-date=20 October 2021 | archive-url=https://web.archive.org/web/20211020121058/https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ | url-status=dead }}</ref>

== See also ==

* [[5-MeO-DiPT]]

== References ==

== External links ==

{{Hallucinogens}}

{{Serotonin receptor modulators}}

{{Sigma receptor modulators}}

[[Category:Designer drugs]]

[[Category:Serotonin receptor agonists]]

[[Category:Diisopropylamino compounds]]