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Mebfap

Pharmaceutical compound

Wikipedia contributorsAdapted for Fathomly · View authors
1 min read
Source updated January 10, 2026
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Mebfap, also known as 1-(5-methoxybenzofuran-3-yl)-2-aminopropane or 5-methoxy-3-(2-aminopropyl)benzofuran (5-MeO-3-APB) as well as 1-oxa-5-MeO-AMT, is a serotonin receptor modulator of the benzofuran family related to the psychedelic tryptamine 5-MeO-AMT. It is the analogue and bioisostere of 5-MeO-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. Mebfap is a ligand of serotonin receptors similarly to 5-MeO-AMT, but shows about 6-fold lower affinity than 5-MeO-AMT. It was first described in the scientific literature by David E. Nichols and colleagues by 1992.

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This article is adapted from the Wikipedia article “Mebfap”, written by its contributors and licensed under CC BY-SA 4.0. Fathomly has changed the layout, removed citation markers, navigation and maintenance notices, and adjusted punctuation. This adapted version is shared under the same license. For references, see the original article.

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Related topics

Substituted benzofuran

The substituted benzofurans are a class of chemical compounds based on the heterocyclic and polycyclic compound benzofuran. Many medicines use the benzofuran core as a scaffold, but most commonly the term is used to refer to the simpler compounds in this class which include numerous psychoactive drugs, including stimulants, psychedelics and empathogens.

Substituted tryptamine

Substituted tryptamines, or simply tryptamines, also known as serotonin analogues, are organic compounds which may be thought of as being derived from tryptamine itself. The molecular structures of all tryptamines contain an indole ring system, joined to an amino (NH2) group via an ethyl (−CH2-CH2−) sidechain.

3-APB

3-APB, also known as 3-benzofuran or as 1-oxa-α-methyltryptamine (1-oxa-AMT), is a drug of the benzofuran family related to the psychedelic tryptamine α-methyltryptamine (AMT). 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.