TCB-2

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TCB-2
Systematic (IUPAC) name
((8R)-4-bromo-2,5-dimethoxy-8-bicyclo[4.2.0]octa-1(6),2,4-trienyl)methanamine
Identifiers
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ATC code  ?
PubChem 16086382
Chemical data
Formula C11H14BrNO2 
Mol. mass 272.14 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
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Half life  ?
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TCB-2 or (R)-(4-Bromo-3,6-dimethoxybenzocyclobuten-1-yl)methylamine is a conformationally resticted derivative of the phenethylamine derived hallucinogen 2C-B, discovered in 2006 by a team at Purdue University. It acts as a potent agonist for the 5HT2A and 5HT2C receptors with a Ki of 0.26nM at the human 5HT2A receptor. In drug-substitution experiments in rats, TCB-2 was found to be of similar potency to both LSD and Br-DFLY, ranking it among the most potent phenethylamine hallucinogens yet discovered.[1]

[edit] References

  1. ^ McLean TH, Parrish JC, Braden MR, Marona-Lewicka D, Gallardo-Godoy A, Nichols DE. 1-Aminomethylbenzocycloalkanes: conformationally restricted hallucinogenic phenethylamine analogues as functionally selective 5-HT2A receptor agonists. Journal of Medicinal Chemistry. 2006 Sep 21;49(19):5794-803. PMID 16970404
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Psychedelic phenethylamines

Aleph • 2C-B • 2C-B-FLY • 2C-C • 2C-D • 2C-E • 2C-F • 2C-G • 2C-I • 2C-N • 2C-O • 2C-O-4 • 2C-P • 2C-T • 2C-T-2 • 2C-T-4 • 2C-T-7 • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21 • 2C-TFM • 2C-YN • 25I-NBOH • 25I-NBOMe • 3C-E • 3C-P • Br-DFLY • DESOXY • DMMDA-2 • DOB • DOC • DOET • DOI • DOM • DON • DOPR • DOTFM • Escaline • Ganesha • HOT-2 • HOT-7 • HOT-17 • Isoproscaline • Lophophine • MDA • MMDA • MMDA-2 • MMDA-3a • MMDMA • Macromerine • Mescaline • Proscaline • TCB-2 • TMA