2CBFly-NBOMe: Difference between revisions

2CBFly-NBOMe
Names
	IUPAC name N-(2-Methoxybenzyl)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b’]difuran-4-yl)-2-aminoethane
Identifiers
3D model (JSmol)	Interactive image; Interactive image; Interactive image;
CompTox Dashboard (EPA)	DTXSID40726752 ;
	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=CC=CC=C1CNCCC1=C2OCCC2=C(Br)C2=C1CCO2; c24CCOc4c(Br)c1CCOc1c2CCNCc3ccccc3OC;
Properties
Chemical formula	C20H22BrNO3
Molar mass	404.304 g·mol−1
Related compounds
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Revision as of 08:55, 10 March 2011

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 NBOMe-2C-I. 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 Nichols.^[3] It acts as a potent partial agonist for the 5HT_2A serotonin receptor subtype,^[4]^[5] with a Ki of 0.14nM at the rat 5HT_2A receptor.

^ Elz S, Kläß T, Heim R, Warnke U, Pertz HH. 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. 2002;365:R29.
^ Ralf Heim PhD. Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts. (German)
^ Michael Robert Braden PhD. Towards a biophysical understanding of hallucinogen action. Purdue University 2007.
^ Silva ME, Heim R, Strasser A, Elz S, Dove S (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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
^ Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1007/s00259-010-1686-8, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1007/s00259-010-1686-8 instead.

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