Chemistry:5-MeO-DET

5-MeO-DET
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) ; UK: Class A ;
Identifiers
CAS Number	2454-70-8 ;
PubChem CID	417608;
ChemSpider	369669 ;
UNII	LM6R54JKYE;
ChEMBL	ChEMBL342986 ;
Chemical and physical data
Formula	C15H22N2O
Molar mass	246.354 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)CCc1c[nH]c2ccc(OC)cc12;
	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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Short description: Chemical compound

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.

References

↑ "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. December 1999. doi:10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B.
↑ "Abuse liability profile of three substituted tryptamines". The Journal of Pharmacology and Experimental Therapeutics 338 (1): 280–9. July 2011. doi:10.1124/jpet.111.179705. PMID 21474568.
↑ "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry 22 (4): 428–32. April 1979. doi:10.1021/jm00190a014. PMID 430481.
↑ "Multiple receptors contribute to the behavioral effects of indoleamine hallucinogens". Neuropharmacology 61 (3): 364–81. September 2011. doi:10.1016/j.neuropharm.2011.01.017. PMID 21256140.
↑ "Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines". Life Sciences 7 (5): 267–77. March 1968. doi:10.1016/0024-3205(68)90200-2. PMID 5641719.
↑ "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–7. January 1988. doi:10.1016/0014-2999(88)90432-3. PMID 3350047.
↑ "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology 231 (21): 4135–44. October 2014. doi:10.1007/s00213-014-3557-7. PMID 24800892.

External links

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Original source: https://en.wikipedia.org/wiki/5-MeO-DET. Read more

[1] "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. December 1999. doi:10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B.

[2] "Abuse liability profile of three substituted tryptamines". The Journal of Pharmacology and Experimental Therapeutics 338 (1): 280–9. July 2011. doi:10.1124/jpet.111.179705. PMID 21474568.

[3] "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry 22 (4): 428–32. April 1979. doi:10.1021/jm00190a014. PMID 430481.

[4] "Multiple receptors contribute to the behavioral effects of indoleamine hallucinogens". Neuropharmacology 61 (3): 364–81. September 2011. doi:10.1016/j.neuropharm.2011.01.017. PMID 21256140.

[5] "Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines". Life Sciences 7 (5): 267–77. March 1968. doi:10.1016/0024-3205(68)90200-2. PMID 5641719.

[6] "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–7. January 1988. doi:10.1016/0014-2999(88)90432-3. PMID 3350047.

[7] "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology 231 (21): 4135–44. October 2014. doi:10.1007/s00213-014-3557-7. PMID 24800892.

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