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2CBFly-NBOMe
| Field | Value | ||||
|---|---|---|---|---|---|
| Verifiedfields | changed | ||||
| Watchedfields | changed | ||||
| verifiedrevid | 452171769 | ||||
| image | 2CBFly-NBOMe-2D.svg | ||||
| image_class | skin-invert-image | ||||
| width | 250px | ||||
| image2 | 2CBFly-NBOMe-3D-balls.png | ||||
| image_class2 | bg-transparent | ||||
| width2 | 250px | ||||
| class | Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist | ||||
| ATC_prefix | None | ||||
| CAS_number_Ref | |||||
| CAS_number | 1335331-42-4 | ||||
| PubChem | 57469208 | ||||
| ChemSpiderID | 26234936 | ||||
| ChemSpiderID_Ref | |||||
| synonyms | 2C-B-FLY-NBOMe; NBOMe-2C-B-FLY; Cimbi-31; *N*-(2-Methoxybenzyl)-2C-B-FLY | ||||
| IUPAC_name | 2-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-*b*:4,5-*b*′]difuran-4-yl)-*N*-[(2-methoxyphenyl)methyl]ethan-1-amine | ||||
| C | 20 | H=22 | Br=1 | N=1 | O=3 |
| SMILES | COc1ccccc1CNCCc1c2CCOc2c(Br)c2CCOc12 | ||||
| StdInChI | 1S/C20H22BrNO3/c1-23-17-5-3-2-4-13(17)12-22-9-6-14-15-7-10-25-20(15)18(21)16-8-11-24-19(14)16/h2-5,22H,6-12H2,1H3 | ||||
| StdInChI_Ref | |||||
| StdInChIKey | CUFCITSPWAZWHS-UHFFFAOYSA-N | ||||
| StdInChIKey_Ref |
| Drugs.com =
| elimination_half-life =
2CBFly-NBOMe, also known as NBOMe-2C-B-FLY or as Cimbi-31, is a serotonin receptor modulator of the phenethylamine, DOx, and FLY families. It was indirectly derived from the phenethylamine hallucinogen 2C-B is and related to benzodifurans like 2C-B-FLY and N-benzylphenethylamines like 25B-NBOMe.
Interactions
Pharmacology
Pharmacodynamics
2CBFly-NBOMe acts as a potent partial agonist for the 5-HT2A serotonin receptor subtype.
History
2CBFly-NBOMe was discovered in 2002, and further researched by Ralf Heim at the Free University of Berlin, and subsequently investigated in more detail by a team at Purdue University led by David E. Nichols.
Society and culture
Legal status
Canada
2CBFly-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.
United Kingdom
United States
2CBFly-NBOMe is not an explicitly controlled substance in the United States. However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.
2CBFly-NBOMe is a controlled substance in Vermont as of January 2016.
References
References
- (January 2011). "Theoretical studies on the interaction of partial agonists with the 5-HT2A receptor". Journal of Computer-Aided Molecular Design.
- Hansen, Martin. (2011). "Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain". University of Copenhagen.
- (2002). "Development of highly potent partial agonists and chiral antagonists as tools for the study of 5-HT2A-receptor mediated function". Naunyn-Schmiedeberg's Archives of Pharmacology.
- Heim, Ralf. (2004). "Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts". Free University of Berlin.
- Braden, Michael Robert. (2007). "Towards a biophysical understanding of hallucinogen action". Purdue University.
- "Controlled Drugs and Substances Act".
- (January 2026). "Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026)". U.S. [[Department of Justice]]: [[Drug Enforcement Administration]] (DEA): Diversion Control Division.
- "Regulated Drugs Rule". Vermont Department of Health.
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