Diethyltryptamine

Diethyltryptamine
Clinical data
Other names	DET; N,N-Diethyltryptamine; N,N-DET; T-9; T9
Routes of; administration	Oral, inhalation (smoking), intramuscular, intravenous, subcutaneous
Drug class	Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code	None;
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); CA: Schedule III; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I; UN: Psychotropic Schedule I;
Pharmacokinetic data
Metabolism	Oxidative deamination (MAO-ATooltip Monoamine oxidase A), N-oxidation, N-dealkylation
Metabolites	Indole-3-acetic acid (12–17% in urine); 6-HO-DET (3–4% in urine);
Onset of action	Oral: 40–60 min; Intramuscular: 15 min;
Duration of action	2–4 hours
Excretion	urine
Identifiers
	IUPAC name N,N-diethyl-2-(1H-indol-3-yl)ethan-2-amine;
CAS Number	61-51-8 ;
PubChem CID	6090;
DrugBank	DB01460 ;
ChemSpider	5865 ;
UNII	916E8V4S2V;
KEGG	C22726;
ChEBI	CHEBI:184081;
ChEMBL	ChEMBL142936 ;
CompTox Dashboard (EPA)	DTXSID9052763 ;
Chemical and physical data
Formula	C14H20N2
Molar mass	216.328 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	169 to 171 °C (336 to 340 °F)
	SMILES CCN(CC)CCC1=CNC2=C1C=CC=C2;
	InChI InChI=1S/C14H20N2/c1-3-16(4-2)10-9-12-11-15-14-8-6-5-7-13(12)14/h5-8,11,15H,3-4,9-10H2,1-2H3 ; Key:LSSUMOWDTKZHHT-UHFFFAOYSA-N ;
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Diethyltryptamine (DET), also known as N,N-diethyltryptamine or T-9, is a psychedelic drug of the tryptamine family closely related to dimethyltryptamine (DMT). It is taken orally, but can also be used by parenteral routes.

The drug acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT_2A receptor among others. It has not been found to occur endogenously. DMT is a close structural homologue of DMT and dipropyltryptamine (DPT). Other analogues of DET include 4-HO-DET (ethocin), ethocybin (4-PO-DET), and 5-MeO-DET.

DET was first synthesized in 1956 by Stephen Szára and subsequently described in material published in 1957. More systematic studies were reported later by Szára and colleagues and independently by Böszörményi and colleagues.