3-APB
3-APB, also known as 3-benzofuran or as 1-oxa-α-methyltryptamine, is a drug of the benzofuran family related to the psychedelic tryptamine α-methyltryptamine. It is the analogue and bioisostere of AMT in which the nitrogen atom of the indole ring has been replaced with an oxygen atom, resulting in the drug being a benzofuran rather than tryptamine derivative.
The properties of 3-APB do not yet appear to have been reported. However, derivatives of 3-APB have been studied and described. An example is its 5-methoxy analogue mebfap, which is known to have high affinity for the serotonin 5-HT2 receptors. In addition, 3-APBT, the analogue of 3-APB with a sulfur atom instead of an oxygen atom, is a highly potent serotonin–norepinephrine–dopamine releasing agent and serotonin [receptor agonist], with psychedelic-like but not stimulant-like effects in animals.
Positional isomers of 3-APB such as 5-APB and 6-APB are monoamine releasing agents and entactogens of the amphetamine and benzofuran families. Besides 3-APBT, all of the possible positional isomers of the APBTs are active as potent SNDRAs and at least some also as serotonin 5-HT2 receptor agonists.