5-HO-DET

5-HO-DET, or 5-hydroxy-DET, also known as 5-hydroxy-N,''N-diethyltryptamine, is a serotonin receptor modulator of the tryptamine and 5-hydroxytryptamine families related to the psychedelic drug bufotenin. It is the derivative of bufotenin in which the N'',N-dimethyl groups have been replaced with N,''N-diethyl groups. The drug is also the N'',N-diethyl derivative of serotonin and the 5-hydroxy derivative of diethyltryptamine.

Pharmacology

Pharmacodynamics

5-HO-DET shows relatively low potency in terms of psychedelic-like behavioral effects in the conditioned avoidance response test in rodents. It has been suggested that this might be due to 5-HO-DET having poor lipophilicity and blood–brain barrier permeability analogously to bufotenin. However, 5-HO-DET has significantly greater lipophilicity than bufotenin owing to its ethyl instead of methyl groups. 5-HO-DET has been assessed and found to show high affinity for the serotonin 5-HT_1E and 5-HT_1F receptors.

Chemistry

Analogues

s of 5-HO-DET include diethyltryptamine, 4-HO-DET, 4-AcO-DET, 4-PO-DET, 5-MeO-DET, bufotenin, 5-HO-MET, 5-HO-DPT, 5-HO-DiPT, α-methylserotonin, and N-methylserotonin, among others.

History

5-HO-DET was first described in the scientific literature by Hunt and Brimblecombe by at least 1967.