2CB-Ind
Systematic (IUPAC) name
(5-bromo-4,7-dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
Clinical data
Pregnancy cat.  ?
Legal status Uncontrolled
Routes Oral
Identifiers
CAS number 912342-23-5 N
ATC code None
PubChem CID 16086368
ChemSpider 17245022 YesY
ChEMBL CHEMBL424890 YesY
Chemical data
Formula C12H16BrNO2 
Mol. mass 286.164 g/mol
SMILES eMolecules & PubChem
 N (what is this?)  (verify)

2CB-Ind is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B, discovered in 2006 by a team at Purdue University. It acts as a moderately potent and selective agonist for the 5-HT2A and 5-HT2C receptors, but unlike the corresponding benzocyclobutene derivative TCB-2 which is considerably more potent than the parent compound 2C-B, 2CB-Ind is several times weaker, with racemic 2CB-Ind having a Ki of 47nM at the human 5-HT2A receptor, only slightly more potent than the mescaline analogue (R)-jimscaline.[1][2]

See also [link]

References [link]

  1. ^ McLean, TH; Parrish, JC; Braden, MR; Marona-Lewicka, D; Gallardo-Godoy, A; Nichols, DE (2006). "1-Aminomethylbenzocycloalkanes: conformationally restricted hallucinogenic phenethylamine analogues as functionally selective 5-HT2A receptor agonists". Journal of Medical Chemistry 49 (19): 5794–803. DOI:10.1021/jm060656o. PMID 16970404. 
  2. ^ Michael Robert Braden PhD. Towards a biophysical understanding of hallucinogen action. Purdue University 2007.

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