5-MeO-DiBF

Last updated

5-MeO-DiBF
5-MeO-DiBF structure.svg
5-MeO-DiBF 3D BS.png
Clinical data
Other names5-MeO-DIBF; 5-MeO-DiPBF; 5-Methoxy-N,N-diisopropyl-3-(2-aminoethyl)benzofuran; 5-Methoxy-N,N-diisopropyl-benzofuranethylamine; 1-Oxa-5-MeO-DiPT
Routes of
administration 		Oral, insufflation [1]
Drug class Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
  • US:?
Pharmacokinetic data
Onset of action 45 minutes [1]
Duration of action 4–9 hours [1]
Identifiers
  • N-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine
CAS Number
  • None
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C17H25NO2
Molar mass 275.392 g·mol−1
3D model (JSmol)
  • COC1=CC=C(OC=C2CCN(C(C)C)C(C)C)C2=C1
  • 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, also known as 5-methoxy-N,N-diisopropyl-3-(2-aminoethyl)benzofuran or as 1-oxa-5-MeO-DiPT, is a psychedelic drug of the benzofuran family related to the psychedelic tryptamine 5-MeO-DiPT. [2] [1] [3] It is the analogue and bioisostere of 5-MeO-DiPT in which the indole nitrogen has been replaced with an oxygen atom, making it a benzofuran rather than tryptamine. [2] The drug has been sold online as a novel designer drug starting in 2015. [1] [4]

Contents

Use and effects

The dose of 5-MeO-DiBF has been given as 10 to 40 mg orally, with a light dose being 10 mg, a common dose being 20 mg, and a strong dose being 40 mg. [1] Its onset is said to be 45 minutes and its duration is variably said to be 4 to 9 hours. [1] In addition to oral administration, the drug may also be insufflated. [1] The effects of 5-MeO-DiBF have been reported to include psychedelic head space, tactile sensations and tingling, and increased sexual desire, among others. [1]

Interactions

Pharmacology

Pharmacodynamics

Analogues of 5-MeO-DiBF have been found to interact with serotonin receptors including the serotonin 5-HT1A and 5-HT2 receptors. [5] [6]

Chemistry

Analogues

Analogues of 5-MeO-DiBF include the benzofurans dimemebfe (5-MeO-BFE), MiPBF (1-oxa-MiPT), 3-APB (1-oxa-AMT), and mebfap (5-MeO-3-APB; 1-oxa-5-MeO-AMT) and the tryptamine 5-MeO-DiPT, among others. [3] [2]

History

5-MeO-DiBF has been sold online as a designer drug and was first definitively identified in December 2015 by a forensic laboratory in Slovenia. [1] [4]

Society and culture

International

5-MeO-DiBF is not controlled under the United Nations 1971 Convention on Psychotropic Substances, so thus it has a legal grey area in many countries, but it's possible it could be illegal under so-called analogue acts if sold for human consumption.[ citation needed ]

Armenia

The drug is a controlled substance in Armenia as of 2022. [7]

Canada

5-MeO-DiBF is not a controlled substance in Canada as of 2025. [8]

United States

5-MeO-DiBF is not an explicitly controlled substance in the United States. [9] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 Trott DM (9 April 2019). "5-MeO-DiBF". The Drug Users Bible: Harm Reduction, Risk Mitigation, Personal Safety. MxZero Publishing. ISBN   978-0-9955936-8-8.
  2. 1 2 3 Awuchi CG, Aja MP, Mitaki NB, Morya S, Amagwula IO, Echeta CK, et al. (2 February 2023). "New Psychoactive Substances: Major Groups, Laboratory Testing Challenges, Public Health Concerns, and Community-Based Solutions". Journal of Chemistry. 2023: 1–36. doi: 10.1155/2023/5852315 . ISSN   2090-9071.
  3. 1 2 Casale JF, Hays PA (2012). "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. Archived from the original (PDF) on 23 February 2015.
  4. 1 2 "Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA" (PDF). European Monitoring Center for Drugs and Drug Addiction.
  5. ↑ Tomaszewski Z, Johnson MP, Huang X, Nichols DE (May 1992). "Benzofuran bioisosteres of hallucinogenic tryptamines". Journal of Medicinal Chemistry. 35 (11): 2061–2064. doi:10.1021/jm00089a017. PMID   1534585.
  6. ↑ McKenna DJ, Repke DB, Lo L, Peroutka SJ (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. S2CID   24188017.
  7. ↑ "5-MeO-DIBF". АИПСИН (in Russian). Retrieved 1 January 2026.
  8. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
  9. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026
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