MiPBF

MiPBF, also known as N-methyl-N-isopropyl-3-(2-aminoethyl)benzofuran or as 1-oxa-N-methyl-N-isopropyltryptamine (1-oxa-MiPT), is a serotonin receptor modulator of the benzofuran family related to the psychedelic tryptamine methylisopropyltryptamine (MiPT).^[1][2] It is the analogue and bioisostere of MiPT in which the indole nitrogen has been replaced with an oxygen atom, making it a benzofuran rather than tryptamine derivative.^[1][2] The drug shows affinity for serotonin receptors, including the serotonin 5-HT_1A, 5-HT_2A, and 5-HT_2B receptors (IC₅₀Tooltip half-maximal inhibitory concentration = 5,000 nM, 500 nM, and 800 nM, respectively).^[1][2] Its affinities for these receptors were 7-fold, 13-fold, and 1.5-fold lower than those of MiPT, respectively.^[1][2] MiPBF was first described in the scientific literature by Dennis McKenna and David Repke and colleagues in 1990.^[1][2]

Other namesMethylisopropylbenzofuran; MIPBF; N-Methyl-N-isopropyl-3-(2-aminoethyl)benzofuran; 1-Oxa-N-methyl-N-isopropyltryptamine; 1-Oxa-MiPT

Drug classSerotonin receptor modulator

ATC code

• None

PubChem CID

• 117044241

Quick facts Clinical data, Other names ...

MiPBF

Clinical data
Other names	Methylisopropylbenzofuran; MIPBF; N-Methyl-N-isopropyl-3-(2-aminoethyl)benzofuran; 1-Oxa-N-methyl-N-isopropyltryptamine; 1-Oxa-MiPT
Drug class	Serotonin receptor modulator
ATC code	None
Identifiers
IUPAC name N-[2-(1-benzofuran-3-yl)ethyl]-N-methylpropan-2-amine
PubChem CID	117044241
ChemSpider	74414170
Chemical and physical data
Formula	C14H19NO
Molar mass	217.312 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C)N(C)CCC1=COC2=CC=CC=C21
InChI InChI=1S/C14H19NO/c1-11(2)15(3)9-8-12-10-16-14-7-5-4-6-13(12)14/h4-7,10-11H,8-9H2,1-3H3 Key:HNYJKEQVSSYBRE-UHFFFAOYSA-N

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