25I-NBOH
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25I-NBOH
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| Systematic (IUPAC) name | |
| 2-((2-(4-iodo-2,5-dimethoxyphenyl)ethylamino)methyl)phenol | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| ATC code | ? |
| PubChem | CID 10001761 |
| ChemSpider | 8177342  |
| Chemical data | |
| Formula | C17H20INO3 |
| Mol. mass | 413.249 g/mol |
| SMILES | eMolecules & PubChem |
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25I-NBOH (NBOH-2CI, Cimbi-27) is a derivative of the phenethylamine derived hallucinogen 2C-I. It acts as a potent agonist for the 5HT2A receptor,[1][2] with a Ki of 0.12nM at the human 5HT2A receptor, making it some five times the potency of 2C-I itself. In vitro tests showed this compound acted as an agonist but animal studies have not been reported. While the N-benzyl derivatives of 2C-I were significantly increased in potency compared to 2C-I, the N-benzyl derivatives of DOI were inactive.[3]
It was discovered in 2006 by a team at Purdue University.
See also
- 2CBCB-NBOMe (NBOMe-TCB-2)
- 2CBFly-NBOMe (NBOMe-2CB-Fly)
- 25B-NBOMe (NBOMe-2CB)
- 2C-C-NBOMe (NBOMe-2CC)
- 25I-NBMD (NBMD-2CI)
- 25I-NBOMe (NBOMe-2CI)
- 2C-TFM-NBOMe (NBOMe-2C-TFM)
- 25I-NBF (NBF-2CI)
References
- ^ Ettrup, A.; Hansen, M.; Santini, M. A.; Paine, J.; Gillings, N.; Palner, M.; Lehel, S.; Herth, M. M. et al (2010). "Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT2A agonist PET tracers". European Journal of Nuclear Medicine and Molecular Imaging 38 (4): 681–693. doi:10.1007/s00259-010-1686-8. ISBN 0025901016868. PMID 21174090.
- ^ Silva ME, Heim R, Strasser A, Elz S, Dove S (January 2011). "Theoretical studies on the interaction of partial agonists with the 5-HT(2A) receptor". Journal of Computer-aided Molecular Design 25 (1): 51–66. doi:10.1007/s10822-010-9400-2. PMID 21088982.
- ^ Braden, MR; Parrish, JC; Naylor, JC; Nichols, DE (2006). "Molecular interaction of serotonin 5-HT2A receptor residues Phe339(6.51) and Phe340(6.52) with superpotent N-benzyl phenethylamine agonists". Molecular Pharmacology 70 (6): 1956–64. doi:10.1124/mol.106.028720. PMID 17000863.
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