5-MeO-DET

5-MeO-DET

Identifiers
CAS Number	2454-70-8
PubChem	CID 417608
ChemSpider	369669
ChEMBL	CHEMBL342986
Chemical data
Formula	C15H22N2O
Molar mass	246.36 g/mol
SMILES O(c1cc2c(cc1)ncc2CCN(CC)CC)C
InChI InChI=1S/C15H22N2O/c1-4-17(5-2)9-8-12-11-16-15-7-6-13(18-3)10-14(12)15/h6-7,10-11,16H,4-5,8-9H2,1-3H3 Key:KGDVJQQWCDDEPP-UHFFFAOYSA-N
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5-MeO-DET or 5-methoxy-N,N-diethyltryptamine is a hallucinogenic tryptamine.

Pharmacology

5-MeO-DET inhibits serotonin reuptake with an IC₅₀ value of 2.4 µM and activates 5-HT_2A receptors with an EC₅₀ value of 8.11 nM.^{[1][2][3][4][5][6][7]}

Effects

Low dosages (0.5–1 mg) are reported to produce a relaxing body high and mild entheogenic effects. Shulgin reports in TiHKAL that higher dosages (1–3 mg) can produce very unpleasant reactions.

See also

• 5-MeO-DiPT
• 5-MeO-DMT
• 5-MeO-MiPT
• TiHKAL

References

1. Meike Schulze-Alexandru, Karl-Artur Kovar, Angelo Vedani (December 1999). "Quasi-atomistic Receptor Surrogates for the 5-HT_2A Receptor: A 3D-QSAR Study on Hallucinogenic Substances". Quantitative Structure-Activity Relationships 18 (6): 548–560. doi:10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B.
2. Michael B. Gatch, Michael J. Forster, Aaron Janowsky, Amy J. Eshleman (April 2011). "Abuse Liability Profile of Three Substituted Tryptamines". Journal of Pharmacology and Experimental Therapeutics 338 (1): 280–289. doi:10.1124/jpet.111.179705.
3. Richard A. Glennon, Peter K. Gessner (April 1979). "Serotonin receptor binding affinities of tryptamine analogs". Journal of Medicinal Chemistry 22 (4): 428–432. doi:10.1021/jm00190a014. PMID 430481.
4. Adam L. Halberstadt, Mark A. Geyer (September 2011). "Multiple receptors contribute to the behavioral effects of indoleamine hallucinogens". Neuropharmacology 61 (3): 364–381. doi:10.1016/j.neuropharm.2011.01.017. PMC 3110631. PMID 21256140.
5. P.K. Gessner, D.D. Godse, A.H. Krull, J.M. McMullan (March 1968). "Structure-activity relationships among 5-methoxy-N:N-dimethyltryptamine, 4-hydroxy-N:N-dimethyltryptamine (psilocin) and other substituted tryptamines". Life Sciences 7 (5): 267–277. doi:10.1016/0024-3205(68)90200-2.
6. Robert A. Lyon, Milt Titeler, Mark R. Seggel, Richard A. Glennon (January 1988). "Indolealkylamine analogs share 5-HT₂ binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–297. doi:10.1016/0014-2999(88)90432-3. PMID 3350047.
7. Bruce E. Blough, Antonio Landavazo, Ann M. Decker, John S. Partilla, Michael H. Baumann, Richard B. Rothman (October 2014). "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology 231 (21): 4135–4144. doi:10.1007/s00213-014-3557-7. PMID 24800892.

External links

• TiHKAL entry #36
• 5-MeO-DET entry in TiHKAL • info