6-MeO-THH


6-MeO-THH, also known as 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline derivative and a structural isomer of tetrahydroharmine. It is mentioned in Alexander Shulgin's book TiHKAL, stating that 6-MeO-THH is very similar to the other carbolines. The compound has been isolated from certain plants of the Virola family.

Use and effects

6-MeO-THH is reported to be hallucinogenic similarly to other β-carbolines like harmaline. Limited testing suggests that it possesses mild psychoactive effects at a dose of 1.5mg/kg orally and is said to be about one-third as potent as 6-methoxyharmalan and three times as potent as harmaline. Its dose range and duration are unknown.

Pharmacology

Pharmacodynamics

Very little is known about the psychoactivity of 6-MeO-THH in humans. Studies in rats have shown it to bind to a number of serotonin 5-HT1 receptors and 5-HT2 receptors, dopamine D2 receptors, benzodiazepine receptors, and imidazoline receptors.

Chemistry

Synthesis

The chemical synthesis of 6-MeO-THH has been described.

Society and culture

Legal status

Canada

6-MeO-THH is not a controlled substance in Canada as of 2025.