5-MeO-DiBF

5-MeO-DiBF
Identifiers
	IUPAC name N-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine;
CAS Number	none;
ChemSpider	58191435;
Chemical and physical data
Formula	C17H25NO2
Molar mass	275.381 g/mol
3D model (Jmol)	Interactive image;
	SMILES COC1=CC=C(OC=C2CCN(C(C)C)C(C)C)C2=C1 ;
	InChI InChI=1S/C17H25NO2/c1-12(2)18(13(3)4)9-8-14-11-20-17-7-6-15(19-5)10-16(14)17/h6-7,10-13H,8-9H2,1-5H3 ; Key:NBFMSQBTYHYVKP-UHFFFAOYSA-N ;

5-MeO-DiBF is a psychedelic^[1] that has been sold online as a designer drug and was first definitively identified in December 2015 by a forensic laboratory in Slovenia.^[2] It is thought to act as an agonist for the 5-HT_1A and 5-HT₂ family of serotonin receptors. It is related in structure to the psychedelic tryptamine derivative 5-MeO-DiPT, but with the indole nitrogen replaced by oxygen, making 5-MeO-DiBF a benzofuran derivative. It is several times less potent as a serotonin agonist than 5-MeO-DiPT and with relatively more activity at 5-HT_1A, but still shows strongest effects at the 5-HT₂ family of receptors.^[3]^[4]

References[edit]

^ John F. Casale; Patrick A. Hays. "The Characterization of 2-(5-Methoxy-1-benzofuran-3-yl)-N,N-dimethylethanamine (5-MeO-BFE) and Differentiation from its N-Ethyl Analog" (PDF). Microgram Journal. 9 (1): 39–45.
^ European Monitoring Center for Drugs and Drug Addiction – Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA
^ Zbigniew Tomaszewski; Michael P. Johnson; Xuemei Huang; David E. Nichols (May 1992). "Benzofuran bioisosteres of hallucinogenic tryptamines". Journal of Medicinal Chemistry. 35 (11): 2061–2064. doi:10.1021/jm00089a017. PMID 1534585.
^ D.J. Mckenna; D.B. Repke; L. Lo; S.J. Peroutka (March 1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–198. doi:10.1016/0028-3908(90)90001-8. PMID 2139186.

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[1] John F. Casale; Patrick A. Hays. "The Characterization of 2-(5-Methoxy-1-benzofuran-3-yl)-N,N-dimethylethanamine (5-MeO-BFE) and Differentiation from its N-Ethyl Analog" (PDF). Microgram Journal. 9 (1): 39–45.

[2] European Monitoring Center for Drugs and Drug Addiction – Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA

[3] Zbigniew Tomaszewski; Michael P. Johnson; Xuemei Huang; David E. Nichols (May 1992). "Benzofuran bioisosteres of hallucinogenic tryptamines". Journal of Medicinal Chemistry. 35 (11): 2061–2064. doi:10.1021/jm00089a017. PMID 1534585.

[4] D.J. Mckenna; D.B. Repke; L. Lo; S.J. Peroutka (March 1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–198. doi:10.1016/0028-3908(90)90001-8. PMID 2139186.

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5-MeO-DiBF

References[edit]

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Identifiers

IUPAC name N-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine
CAS Number	none
ChemSpider	58191435
Chemical and physical data
Formula	C₁₇H₂₅NO₂
Molar mass	275.381 g/mol
3D model (Jmol)	Interactive image
SMILES COC1=CC=C(OC=C2CCN(C(C)C)C(C)C)C2=C1
InChI InChI=1S/C17H25NO2/c1-12(2)18(13(3)4)9-8-14-11-20-17-7-6-15(19-5)10-16(14)17/h6-7,10-13H,8-9H2,1-5H3 Key:NBFMSQBTYHYVKP-UHFFFAOYSA-N