Mebfap

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.^[1][2][3] 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.^[1][2][3] Mebfap is a ligand of serotonin receptors similarly to 5-MeO-AMT, but shows about 6-fold lower affinity than 5-MeO-AMT.^[1][2][3] It was first described in the scientific literature by David E. Nichols and colleagues by 1992.^[3]

Other namesMEBFAP; 1-(5-Methoxybenzofuran-3-yl)-2-aminopropane; 5-Methoxy-3-(2-aminopropyl)benzofuran; 3-(2-Aminopropyl)-5-methoxybenzofuran; 5-MeO-3-APB

Drug classSerotonin receptor modulator

CAS Number

• 140853-59-4

PubChem CID

• 3025750

Quick facts Clinical data, Other names ...

Mebfap

Clinical data
Other names	MEBFAP; 1-(5-Methoxybenzofuran-3-yl)-2-aminopropane; 5-Methoxy-3-(2-aminopropyl)benzofuran; 3-(2-Aminopropyl)-5-methoxybenzofuran; 5-MeO-3-APB
Drug class	Serotonin receptor modulator
Identifiers
IUPAC name 1-(5-methoxy-1-benzofuran-3-yl)propan-2-amine
CAS Number	140853-59-4
PubChem CID	3025750
ChemSpider	2291437
ChEMBL	ChEMBL304628
Chemical and physical data
Formula	C12H15NO2
Molar mass	205.257 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=COC2=C1C=C(C=C2)OC)N
InChI InChI=1S/C12H15NO2/c1-8(13)5-9-7-15-12-4-3-10(14-2)6-11(9)12/h3-4,6-8H,5,13H2,1-2H3 Key:PMAFEFSQHHKAKM-UHFFFAOYSA-N

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