2CB-Ind

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
ATC code	None
PubChem	CID 16086368
ChemSpider	17245022
ChEMBL	CHEMBL424890
Chemical data
Formula	C12H16BrNO2
Mol. mass	286.164 g/mol
SMILES	eMolecules & PubChem
	InChI InChI=1S/C12H16BrNO2/c1-15-10-5-9(13)12(16-2)8-4-3-7(6-14)11(8)10/h5,7H,3-4,6,14H2,1-2H3 ; Key:HCLPGYNQMVSQIM-UHFFFAOYSA-N ;
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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-HT_2A and 5-HT_2C 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 K_i of 47nM at the human 5-HT_2A receptor, only slightly more potent than the mescaline analogue (R)-jimscaline.^[1]^[2]

[edit] See also

^ 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 medicinal chemistry 49 (19): 5794–803. doi:10.1021/jm060656o. PMID 16970404.
^ Michael Robert Braden PhD. Towards a biophysical understanding of hallucinogen action. Purdue University 2007.

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