7-MeO-DMT


7-MeO-DMT, or 7-OMe-DMT, also known as 7-methoxy-N,''N''-dimethyltryptamine, is a serotonin receptor modulator of the tryptamine family. It is the 7-methoxy derivative of the serotonergic psychedelic dimethyltryptamine and is a positional isomer of 5-MeO-DMT, 4-MeO-DMT, and 6-MeO-DMT.

Use and effects

7-MeO-DMT was only briefly mentioned in Alexander Shulgin's book TiHKAL and its properties and effects were not described.

Pharmacology

Pharmacodynamics

In an early study using the isolated rat stomach fundus strip, the drug showed very low serotonin receptor affinity that was about 56-fold lower than that of 5-MeO-DMT. However, this assay was subsequently found to be an unreliable predictor of hallucinogenic activity. The receptor in this tissue may correspond to the serotonin 5-HT2B receptor.
In subsequent studies, 7-MeO-DMT bound to the serotonin 5-HT2A receptor and had 9- to 59-fold lower affinity than 5-MeO-DMT and 5- to 17-fold lower affinity than DMT. It showed no detectable affinity for the serotonin 5-HT2C receptor, but did show affinity for the serotonin 5-HT1A receptor. Its affinity for the serotonin 5-HT1A receptor was 160-fold lower than that of 5-MeO-DMT and was 9-fold lower than that of DMT. 7-MeO-DMT has also been assessed at the serotonin 5-HT1E and 5-HT1F receptors.
7-MeO-DMT substitutes for the atypical psychedelic 5-MeO-DMT in rodent drug discrimination tests. The drug was only briefly mentioned in Alexander Shulgin's 1997 book TiHKAL and is not known to have been tested in humans. Hence, it is unknown whether 7-MeO-DMT produces psychedelic effects in humans.

Chemistry

Analogues

s of 7-MeO-DMT include dimethyltryptamine, 4-MeO-DMT, 5-MeO-DMT, and 6-MeO-DMT, among others.

History

7-MeO-DMT was first described in the scientific literature by at least 1968.

Society and culture

Legal status

United States

7-MeO-DMT is not an explicitly controlled substance in the United States, but may be considered a Schedule I controlled substance in this country as it is a positional isomer of 5-MeO-DMT.