EMDT

EMDT
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 2-(2-ethyl-5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
Chemical and physical data
FormulaC15H22N2O
Molar mass246.354 g·mol−1
3D model (JSmol)
SMILES
  • CCc2[nH]c1ccc(OC)cc1c2CCN(C)C
InChI
  • InChI=1S/C15H22N2O/c1-5-14-12(8-9-17(2)3)13-10-11(18-4)6-7-15(13)16-14/h6-7,10,16H,5,8-9H2,1-4H3 ☒N
  • Key:ZEYRDXUWJDGTLD-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

2-Ethyl-5-methoxy-N,N-dimethyltryptamine (EMDT) is a tryptamine derivative which is used in scientific research. It acts as a selective 5-HT6 receptor agonist, with a Ki of 16 nM, and was one of the first selective agonists developed for this receptor.[1] EMDT inhibits both short- and long-term memory formation in animal studies, and this effect can be reversed by the selective 5-HT6 antagonist SB-399,885.[2] Additionally, it is active in the tail suspension test, suggesting that it could be an effective antidepressant.[3]

See also

References

  1. ↑ Glennon, RA; Lee, M; Rangisetty, JB; Dukat, M; Roth, BL; Savage, JE; McBride, A; Rauser, L; Hufeisen, S (2000). "2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors". Journal of Medicinal Chemistry. 43 (5): 1011–8. doi:10.1021/jm990550b. PMID 10715164.
  2. ↑ Meneses, A; Perez-Garcia, G; Liy-Salmeron, G; Flores-Galvez, D; Castillo, C; Castillo, E (2008). "The effects of the 5-HT(6) receptor agonist EMD and the 5-HT(7) receptor agonist AS19 on memory formation". Behavioural Brain Research. 195 (1): 112–9. doi:10.1016/j.bbr.2007.11.023. PMID 18191236. S2CID 144901859.
  3. ↑ Svenningsson P, Tzavara ET, Qi H, Carruthers R, Witkin JM, Nomikos GG, Greengard P (April 2007). "Biochemical and behavioral evidence for antidepressant-like effects of 5-HT6 receptor stimulation". The Journal of Neuroscience. 27 (15): 4201–9. doi:10.1523/JNEUROSCI.3110-06.2007. PMC 6672541. PMID 17428998.
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