2CBCB-NBOMe

2CBCB-NBOMe, or NBOMe-TCB-2, is a serotonin receptor modulator and cyclized phenethylamine.^[1][2] It is the NBOMe derivative of the psychedelic drug TCB-2 (2C-BCB).^[1][2]

2CBCB-NBOMe

Clinical data
Other names	NBOMe-2CBCB; NBOMe-TCB-2; TCB-2-NBOMe
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Class A
Identifiers
IUPAC name N-[(3-bromo-2,5-dimethoxy-bicyclo[4,2,0]octa-1,3,5-trien-7-yl)methyl]-1-(2-methoxyphenyl)methanamine
CAS Number	1354634-09-5 N
PubChem CID	57483909
ChemSpider	26234935 Y
UNII	WGI3S41A26
CompTox Dashboard (EPA)	DTXSID501028189
Chemical and physical data
Formula	C19H22BrNO3
Molar mass	392.293 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1ccccc1CNCC3c2c(C3)c(OC)c(Br)cc2OC
InChI InChI=1S/C19H22BrNO3/c1-22-16-7-5-4-6-12(16)10-21-11-13-8-14-18(13)17(23-2)9-15(20)19(14)24-3/h4-7,9,13,21H,8,10-11H2,1-3H3/t13-/m0/s1 Y Key:CLSBQRBXTFTLEX-ZDUSSCGKSA-N Y
NY (what is this?)  (verify)

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

2CBCB-NBOMe acts as a potent and selective agonist of the serotonin 5-HT_2A and 5-HT_2C receptors, with an affinity (K_i) of 0.27 nM at the human serotonin 5-HT_2A receptor, similar to that of other drugs such as TCB-2, 25I-NBOMe, and Bromo-DragonFLY.^[1][2]

History

2CB2CB-NBOMe was first described in the scientific literature by the lab of David E. Nichols and colleagues in 2007.^[1][2] It was part of an ongoing research program focused on mapping of the specific amino acid residues responsible for ligand binding to the serotonin 5-HT_2A receptor.^[1][2]

Society and culture

Legal status

United Kingdom

This substance is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971.^[3]

United States

2CBCB-NBOMe is a controlled substance in Vermont as of January 2016.^[4]

See also

• Cyclized phenethylamine
• Jimscaline
• TCB-2
• Tomscaline