4-Fluoro-5-methoxy-DMT

4-Fluoro-5-methoxy-DMT

Identifiers
IUPAC name 4-Fluoro-5-Methoxy-N,N-dimethyltryptamine
JSmol)	Interactive image
SMILES CN(C)CCC1=CNC2=C1C(=C(C=C2)OC)F
InChI InChI=1S/C13H17FN2O/c1-16(2)7-6-9-8-15-10-4-5-11(17-3)13(14)12(9)10/h4-5,8,15H,6-7H2,1-3H3 Key:CTEKFOKTEGQYLO-UHFFFAOYSA-N
(verify)

4-Fluoro-5-Methoxy-N,N-dimethyltryptamine (4-F-5-MeO-DMT) was first described by David E. Nichols team in 2000. It is a potent 5-HT_1A agonist. Substitution with the 4-fluorine markedly increased 5-HT_1A selectivity over 5-HT_2A/2C receptors with potency greater than that of the 5-HT_1A agonist 8-OH-DPAT.^[1]

The analog compound with the N,N-dialkyl substituents constrained into a pyrrolidine ring, is a slightly stronger agonist for the 5-HT_1A receptor and retains the selectivity over the 5-HT_2A/2C receptors.^[2]

See also

• 4-HO-5-MeO-DMT
• 5-Fluoro-AMT
• 6-Fluoro-DMT
• 7F-5-MeO-MET

References