Chemistry:5-MeO-DET

From HandWiki
Short description: Chemical compound
5-MeO-DET
Skeletal formula
Space-filling model of 5-MeO-DET
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC15H22N2O
Molar mass246.354 g·mol−1
3D model (JSmol)
 ☒N☑Y (what is this?)  (verify)

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-HT2A 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

References

  1. "Quasi-atomistic Receptor Surrogates for the 5-HT2A 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. 

External links