2CB-Ind
2CB-Ind is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B, discovered in 1974 by Alexander Shulgin. 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]
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| Routes of administration | Oral |
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| Formula | C12H16BrNO2 |
| Molar mass | 286.169 g·mol−1 |
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Analogues and derivatives
Analogues and derivatives of 2C-B:
25-N:
- 25B-N1POMe
- 25B-NAcPip
25-NM:
- 25B-NMe7BF
- 25B-NMe7BT
- 25B-NMe7Box
- 25B-NMe7DHBF
- 25B-NMe7Ind
- 25B-NMe7Indz
- 25B-NMePyr
- 2C-B-FLY
- 2CBFly-NBOMe (NBOMe-2CB-Fly)
Other:
- 2C-B-AN
- 2C-B-BUTTERFLY
- 2C-B-DRAGONFLY-NBOH
- 2C-B-DragonFLY
- 2C-B-FLY-NB2EtO5Cl
- 2CB-5-hemifly
- 2CB-Ind
- βk-2C-B (beta-keto 2C-B)
- TCB-2 (2C-BCB)
See also
References
- 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.
- Braden MR (2007). Towards a biophysical understanding of hallucinogen action (PhD.). Purdue University. ProQuest 304838368.
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