2CBFly-NBOMe

2CBFly-NBOMe
Names
	Other names N-(2-Methoxybenzyl)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b’]difuran-4-yl)-2-aminoethane[citation needed]
Identifiers
CAS Number	1335331-42-4 ;
3D model (Jmol)	Interactive image; Interactive image;
Abbreviations	2CBFly-NBOMe
ChemSpider	26234936 ;
	InChI InChI=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 Key: CUFCITSPWAZWHS-UHFFFAOYSA-N ;
	SMILES COc1ccccc1CNCCc1c2CCOc2c(Br)c2CCOc12 ; COC1=C(CNCCC2=C3OCCC3=C(Br)C3=C2CCO3)C=CC=C1 ;
Properties
Chemical formula	C20H22BrNO3
Molar mass	404.298 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

2CBFly-NBOMe (NBOMe-2C-B-FLY, Cimbi-31) is a compound indirectly derived from the phenethylamine hallucinogen 2C-B, and related to benzodifurans like 2C-B-FLY and N-benzylphenethylamines like 25I-NBOMe. It was discovered in 2002,^[1] and further researched by Ralf Heim at the Free University of Berlin,^[2] and subsequently investigated in more detail by a team at Purdue University led by David E. Nichols.^[3] It acts as a potent partial agonist for the 5HT_2A serotonin receptor subtype.^[4]^[5]^[6]

Legality[edit]

2CBFly-NBOMe is a controlled substance in Vermont as of January 2016.^[7]

^ Elz S; et al. (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. 365 (1 Suppl): R29. doi:10.1007/s00210-002-0604-4.
^ Heim, Ralf (2004). Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts (PhD.). Free University of Berlin.
^ Braden, Michael Robert (2007). Towards a biophysical understanding of hallucinogen action (PhD.). Purdue University.
^ Silva ME; et al. (January 2011). "Theoretical studies on the interaction of partial agonists with the 5-HT(2A) receptor". Journal of Computer-aided Molecular Design. 25 (1): 51–66. doi:10.1007/s10822-010-9400-2. PMID 21088982.
^ Ettrup, A.; Hansen, M.; Santini, M. A.; Paine, J.; Gillings, N.; Palner, M.; Lehel, S.; Herth, M. M.; Madsen, J.; et al. (2010). "Radiosynthesis and in vivo evaluation of a series of substituted ¹¹C-phenethylamines as 5-HT_2A agonist PET tracers". European Journal of Nuclear Medicine and Molecular Imaging. 38 (4): 681–93. doi:10.1007/s00259-010-1686-8. PMID 21174090.
^ Hansen, Martin (2011). Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain (PhD.). University of Copenhagen.
^ "Regulated Drugs Rule" (PDF). Vermont Department of Health. Retrieved 14 October 2015.

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