# Dipropyltryptamine

N,N-Dipropyltryptamine (DPT) is a psychedelic entheogen belonging to the tryptamine family. Use as a designer drug has been documented by law enforcement officials since as early as 1968. However, potential therapeutic use was not investigated until the 1970s. 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.
Frequent physical effects are nausea, numbness of the tongue or throat, and pupil dilation.

## Pharmacology

DPT activities :
| Target | Affinity (K$_i$, nM) | Species |
| 5-HT$_{1A}$ | 31.8–1,641 (K$_i$) 2,430–>10,000 (EC$_{50}$Tooltip half-maximal effective concentration) | Human Human |
| 5-HT$_{1B}$ | 854–8,081 (K$_i$) 1,210 (EC$_{50}$) | Human Human |
| 5-HT$_{1D}$ | 619 | Human |
| 5-HT$_{1E}$ | 2,338 | Human |
| 5-HT$_{2A}$ | 3.0–2,579 (K$_i$) 26.1–451 (EC$_{50}$) 97% (E$_{max}$Tooltip maximal efficacy) | Human Human Human |
| 5-HT$_{2B}$ | 42 | Human |
| 5-HT$_{2C}$ | 281–3,500 | Human |
| 5-HT$_3$ | >10,000 | Human |
| 5-HT$_4$ | ND | ND |
| 5-HT$_{5A}$ | 4,373 | Human |
| 5-HT$_6$ | 4,543 | Human |
| 5-HT$_7$ | 284 | Human |
| D$_1$ | >10,000 | Human |
| D$_2$ | 9,249 | Human |
| D$_3$ | 1,361 | Human |
| D$_4$ | 2,014 | Human |
| D$_5$ | >10,000 | Human |
| α$_{1A}$ | 881 | Human |
| α$_{1B}$ | 443 | Human |
| α$_{1D}$ | ND | ND |
| α$_{2A}$ | 458 | Human |
| α$_{2B}$ | 339 | Human |
| α$_{2C}$ | 514 | Human |
| β$_1$–β$_2$ | >10,000 | Human |
| H$_1$ | 125 | Human |
| H$_2$–H$_4$ | >10,000 | Human |
| M$_1$–M$_5$ | >10,000 | Human |
| I$_1$ | 340 | Human |
| σ$_1$ | 397 | Human |
| σ$_2$ | 2,917 | Human |
| SERTTooltip Serotonin transporter | 157 (K$_i$) 157–23,000 (IC$_{50}$Tooltip half-maximal inhibitory concentration) >100,000 (EC$_{50}$) | Human Human Rat |
| NETTooltip Norepinephrine transporter | >10,000 (K$_i$) 2,900–3,202 (IC$_{50}$) >100,000 (EC$_{50}$) | Human Human Rat |
| DATTooltip Dopamine transporter | 1,500 (K$_i$) 2,218–9,100 (IC$_{50}$) >100,000 (EC$_{50}$) | Human Human Rat |
| Notes: The smaller the value, the more avidly the drug binds to the site. Refs: |||
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.

## Chemistry

DPT changes Ehrlich's reagent violet and causes the marquis reagent to turn yellow.

## Psychedelic properties

While dipropyltryptamine is chemically similar to dimethyltryptamine (DMT), its psychoactive effects are markedly different.

## Side effects

Negative side effects of human consumption of this drug may include increased heart rate, dizziness, anxiety, panic, confusion, paranoia, delusions, seizure (uncommon) and nausea. The use of dipropyltryptamine has been implicated in at least one death due to seizures, although details are lacking and the drug has not officially been established as the sole cause of death.

## 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.

## Legal status
### 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, 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.

#### Maine

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

### Sweden

DPT is illegal in Sweden as of 26 January 2016.