2CB-Ind

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2CB-Ind
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Clinical data
Other names2CB-Indane
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist
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  • None
Legal status
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  • In general: uncontrolled
Identifiers
  • (5-bromo-4,7-dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
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Chemical and physical data
FormulaC12H16BrNO2
Molar mass286.169 g·mol−1
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  • COC1=CC(=C(C2=C1C(CC2)CN)OC)Br
  • 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 checkY
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2CB-Ind is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B which was developed by David E. Nichols and colleagues. 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. ^ Page Module:Citation/CS1/styles.css has no content.McLean TH, Parrish JC, Braden MR, Marona-Lewicka D, Gallardo-Godoy A, Nichols DE (September 2006). "1-Aminomethylbenzocycloalkanes: conformationally restricted hallucinogenic phenethylamine analogues as functionally selective 5-HT2A receptor agonists". Journal of Medicinal Chemistry. 49 (19): 5794–803. CiteSeerX 10.1.1.688.9849. doi:10.1021/jm060656o. PMID 16970404.
  2. ^ Page Module:Citation/CS1/styles.css has no content.Braden MR (2007). Towards a biophysical understanding of hallucinogen action (PhD.). Purdue University. Template:ProQuest.

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