EMDT

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 K_i 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]

EMDT

Clinical data
ATC code	none
Identifiers
IUPAC name 2-(2-ethyl-5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number	263744-72-5^Y
PubChem CID	6918513
IUPHAR/BPS	12
ChemSpider	5293710^N
Chemical and physical data
Formula	C15H22N2O
Molar mass	246.354 g·mol^−1
3D model (JSmol)	Interactive image
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
^NY (what is this?)  (verify)

See also

• EMD-386,088
• ST-1936

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.
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. PMID 17428998.