5-MeO-DPT

5-MeO-DPT, also known as 5-methoxy-N,N-dipropyltryptamine, as well as O-methyl-N,N-dipropylserotonin (O-Me-DiPS), is a psychedelic and entheogenic designer drug of the tryptamine family related to dipropyltryptamine (DPT) and 5-MeO-DMT.^{[1][2][3][4][5]}

5-MeO-DPT

Clinical data
Other names	5-Methoxy-N,N-dipropyltryptamine; O-Methyl-N,N-dipropylserotonin; O-Me-DiPS
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Class A US: Schedule I (isomer of 5-MeO-DIPT)
Pharmacokinetic data
Onset of action	<1 hour[1]
Duration of action	2–4 hours[1]
Identifiers
IUPAC name N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-propylpropan-1-amine
CAS Number	69496-75-9 Y
PubChem CID	14011047
ChemSpider	14106484 Y
UNII	AYW60P516B
ChEMBL	ChEMBL169328 Y
CompTox Dashboard (EPA)	DTXSID70219723
Chemical and physical data
Formula	C17H26N2O
Molar mass	274.408 g·mol−1
3D model (JSmol)	Interactive image
Melting point	193 to 194 °C (379 to 381 °F)
SMILES CCCN(CCC)CCc2c[nH]c1ccc(cc12)OC
InChI InChI=1S/C17H26N2O/c1-4-9-19(10-5-2)11-8-14-13-18-17-7-6-15(20-3)12-16(14)17/h6-7,12-13,18H,4-5,8-11H2,1-3H3 Y Key:PNHPVNBKLQWBKH-UHFFFAOYSA-N Y
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Use

5-MeO-DPT is orally active, with 6 to 10 mg representing a fully effective dose.^[1] Effects begin within 1 hour, and usually last 2 to 4 hours.^[1]

Effects

Little is known about the subjective effects of 5-MeO-DPT, but the nature of the compound is probably comparable to 5-MeO-DiPT, 5-MeO-DMT, or DPT, which are also psychedelic tryptamines/indoles. However, the duration of the above-mentioned drugs vary considerably.

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

5-MeO-DPT shows affinity for the serotonin 5-HT_1A receptor (K_i = 4.0 nM), the serotonin 5-HT_1B receptor (K_i = 1,800 nM), and the serotonin 5-HT₂ receptor (K_i = 7.1–655 nM).^[6] It fully substitutes for DOM in rodent drug discrimination tests and partially substitutes for 8-OH-DPAT in these tests followed by behavioral disruption at higher doses.^[6] 5-MeO-DPT also substitutes for 5-MeO-DMT in rodent drug discrimination tests.^[7]

Chemistry

The full chemical name is N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-propylpropan-1-amine. It is classified as a tryptamine derivative.

Society and culture

Legal status

In the United States, 5-MeO-DPT is considered a Schedule I controlled substance as a positional isomer of 5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DiPT)^[8]

See also

• Substituted tryptamine
• 5-MeO-DALT
• 5-MeO-DET
• 5-MeO-DBT
• 5-MeO-EPT
• 5-HO-DPT