Dipropyltryptamine

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N,N-Dipropyltryptamine (DPT) is a psychedelic drug and entheogen belonging to the tryptamine family.<ref name="TiHKAL">Template:CiteTiHKAL</ref> Use as a designer drug has been documented by law enforcement officials since as early as 1968.<ref>Template:Cite journal</ref> However, potential therapeutic use was not investigated until the 1970s.<ref>Template:Cite journal</ref> It is found either as a crystalline hydrochloride salt or as an oily or crystalline base. It has not been found to occur endogenously. It is a close structural homologue of dimethyltryptamine and diethyltryptamine.

Use and effects

Doses ranges of DPT of 100 to 250Template:Nbspmg (but up to 500Template:Nbspmg) orally, 100Template:Nbspmg smoked, 15 to 125Template:Nbspmg intramuscularly, and 12 to 36Template:Nbspmg intravenously have been described.<ref name="TiHKAL" /><ref name="HalberstadtChathaKlein2020">Template:Cite journal</ref> Its duration is 2 to 4Template:Nbsphours orally but can last up to 12Template:Nbsphours with high doses.<ref name="TiHKAL" />

While DPT is chemically similar to dimethyltryptamine (DMT), its psychoactive effects have been said to be markedly different.<ref>Template:Cite book</ref> On the other hand, others have reported similarities to DMT, for instance in terms of intensity.<ref name="TiHKAL" />

Side effects

Side effects of DPT may include nausea, numbness of the tongue or throat, pupil dilation, increased heart rate, dizziness, anxiety, panic, confusion, paranoia, delusions, and seizures (uncommon).Template:Citation needed

The use of DPT has been implicated in at least one death due to seizures,<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> although details are lacking and the drug has not officially been established as the sole cause of death.

Pharmacology

DPT activities

Target	Affinity (Ki, nM)	Species
5-HT1A	31.8–1,641 (Ki) 274–>10,000 (Template:Abbrlink) 99% (Template:Abbrlink)	Human Human
5-HT1B	854–8,081 (Ki) 1,210 (Template:Abbr)	Human Human
5-HT1D	619	Human
5-HT1E	2,338	Human
5-HT2A	3.0–2,579 (Ki) 26.1–943 (Template:Abbr) 85–97% (Template:Abbr)	Human Human Human
5-HT2B	42	Human
5-HT2C	281–3,500 (Ki) 444 (Template:Abbr) 93% (Template:Abbr)	Human
5-HT3	>10,000	Human
5-HT4	Template:Abbr	Template:Abbr
5-HT5A	4,373	Human
5-HT6	4,543	Human
5-HT7	284	Human
D1	>10,000	Human
D2	9,249	Human
D3	1,361	Human
D4	2,014	Human
D5	>10,000	Human
α1A	881	Human
α1B	443	Human
α1D	Template:Abbr	Template:Abbr
α2A	458	Human
α2B	339	Human
α2C	514	Human
β1–β2	>10,000	Human
H1	125	Human
H2–H4	>10,000	Human
M1–M5	>10,000	Human
I1	340	Human
σ1	397	Human
σ2	2,917	Human
Template:Abbrlink	157 (Ki) 157–23,000 (Template:Abbrlink) >100,000 (Template:Abbr)	Human Human Rat
Template:Abbrlink	>10,000 (Ki) 2,900–3,202 (Template:Abbr) >100,000 (Template:Abbr)	Human Human Rat
Template:Abbrlink	1,500 (Ki) 2,218–9,100 (Template:Abbr) >100,000 (Template:Abbr)	Human Human Rat
Notes: The smaller the value, the more avidly the drug binds to the site. Refs: <ref name="BindingDB">Template:Cite journal</ref><ref name="KiDatabase">{{#invoke:citation/CS1|citation			CitationClass=web }}</ref><ref name="Ray2010">Template:Cite journal</ref><ref name="TyagiSarafCanal2023">Template:Cite journal</ref><ref name="KozellEshlemanSwanson2023">Template:Cite journal</ref><ref name="BloughLandavazoDecker2014">Template:Cite journal</ref><ref name="NagaiNonakaSatohHisashiKamimura2007">Template:Cite journal</ref>

Studies on rodents have found that the effectiveness with which a selective 5-HT_2A receptor antagonist blocks the behavioral actions of this compound strongly suggests that the 5-HT_2A receptor is an important site of action for DPT, but the modulatory actions of a 5-HT_1A receptor antagonist also imply a 5-HT_1A-mediated component to the actions of DPT.<ref name="pmid17905422">Template:Cite journal</ref>

DPT produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.<ref name="HalberstadtChathaKlein2020" />

Chemistry

File:N,N-Dipropyltryptamine.jpg

DPT HCl Powder

DPT changes Ehrlich's reagent violet and causes the marquis reagent to turn yellow.<ref name='microgram2005'>Template:Cite journal</ref>

History

DPT was first described in the scientific literature by 1959.<ref name="BarlowKhan1959a">Template:Cite journal</ref><ref name="BarlowKhan1959b">Template:Cite journal</ref><ref name="Vane1959">Template:Cite journal</ref>

Society and culture

Religious use

DPT is used as a religious sacrament by the Temple of the True Inner Light, a New York City offshoot of the Native American Church. The Temple believes DPT and other entheogens are physical manifestations of God.<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

Legal status

Sweden

DPT is illegal in Sweden as of 26 January 2016.<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

United Kingdom

DPT is a Class A drug in the United Kingdom, making it illegal to possess or distribute.

United States

DPT is not scheduled at the federal level in the United States,<ref name="PART 1308 – SCHEDULES OF CONTROLLED SUBSTANCES – 1308.11 Schedule I">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> but it could be considered an analog of 5-MeO-DiPT, DMT, or DET, in which case purchase, sale, or possession could be prosecuted under the Federal Analogue Act.

Florida

"DPT (N,N-Dipropyltryptamine)" 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">Florida Statutes – Chapter 893 – DRUG ABUSE PREVENTION AND CONTROL</ref>

Maine

DPT is a Schedule I controlled substance in the state of Maine making it illegal to buy, sell, or possess in Maine.

External links

• DPT - Isomer Design
• TiHKAL entry
• DPT entry in TiHKAL • info
• A DPT Primer by Toad
• Erowid Experience Vault

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