2CB-Ind

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2CB-Ind
File:2CB-ind structure.png
Systematic (IUPAC) name
(5-bromo-4,7-dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
Clinical data
Routes of
administration
Oral
Legal status
Legal status
  • Uncontrolled
Identifiers
ATC code none
PubChem CID 16086368
Chemical data
Formula C12H16BrNO2
Molar mass 286.164 g/mol[[Script error: No such module "String".]]
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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

References

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  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
  2. Michael Robert Braden PhD. Towards a biophysical understanding of hallucinogen action. Purdue University 2007.