25C-NBOH: Difference between revisions

'''25C-NBOH''' (also known as '''2C-C-NBOH''' and '''NBOH-2CC''') is novel synthetic [[Psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] chemical class that produces an array of visually-dominant and [[stimulating]] [[psychedelic]] effects when [[Routes of administration|administered]]. It is a closely related analog of [[25B-NBOMe]] and is reported to share most of its properties with the exception of a moderately reduced potency and a shorter duration.

The name 25C-NBOH, which is short-hand for 2C-C-NBOH, is a derivative of the phenethylamine psychedelic [[2C-C]]. It was first synthesized and documented in 2011 by Martin Hansen at the University of Copenhagen.<ref>Martin Hansen (2011). "Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain." University of Copenhagen. Retrieved 27 June 2015.</ref>

Extremely little is known about the pharmacological properties, metabolism, and toxicity of 25C-NBOH in humans. It has no history of human use before being sold online as a [[designer drug]] in 2011.{{citation needed}} It is closely related to members of the [[25x-NBOMe]] series, which have been associated with many hospitalizations and deaths.<ref name="25Ifatal">25I-NBOMe (2C-I-NBOMe) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/2ci_nbome/2ci_nbome_death.shtml</ref><ref name="25Cfatal">25C-NBOMe (2C-C-NBOMe) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/2cc_nbome/2cc_nbome_death.shtml</ref><ref name="25Xfatal">Other or Unknown NBOMe Compound Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/nbome/nbome_death.shtml</ref> Anecdotal reports suggest that this substance may be difficult to use safely due to its highly sensitive dose-response and unpredictable effects.

This compound is pharmacologically unique when compared to other psychedelics due to the unusually high selectivity it displays for various [[serotonin]] receptors. It is notable as one of the most selective agonist ligands for the 5-HT_2A receptor with a pEC₅₀ value of 9.43<ref>Silva, M. E., Heim, R., Strasser, A., Elz, S., & Dove, S. (2011). Theoretical studies on the interaction of partial agonists with the 5-HT2A receptor. Journal of Computer-aided Molecular Design, 25(1), 51-66. https://doi.org/10.1007/s10822-010-9400-2</ref>

It acts as a potent [[serotonin]] [[receptor]] [[agonist]] with similar affinity to the better-known compound [[25C-NBOMe]] at 5-HT_2A and 5-HT_2C receptors with pKis values of 9.4 and 7.8, respectively.<ref>Hansen, M., Phonekeo, K., Paine, J. S., Leth-Petersen, S., Begtrup, M., Bräuner-Osborne, H., & Kristensen, J. L. (2014). Synthesis and structure–activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists. ACS Chemical Neuroscience, 5(3), 243-249. https://doi.org/10.1021/cn400216u</ref>

*'''[[Effect::Gustatory hallucinations]]'''

* [https://www.erowid.org/experiences/subs/exp_25INBOMe.shtml Erowid Experience Vaults: 25C-NBOH]

25C-NBOH's extreme potency means it should not be [[insufflated]] (snorted) as this method of administration has been associated with many deaths and hospitalizations with closely related members of the [[25x-NBOMe]] series.<ref name="25Ifatal">25I-NBOMe (2C-I-NBOMe) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/2ci_nbome/2ci_nbome_death.shtml</ref><ref name="25Cfatal">25C-NBOMe (2C-C-NBOMe) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/2cc_nbome/2cc_nbome_death.shtml</ref><ref name="25Xfatal">Other or Unknown NBOMe Compound Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/nbome/nbome_death.shtml</ref>

*'''[https://en.wikipedia.org/wiki/Lithium_(medication) Lithium]''' - Lithium is often used as treatment for bipolar disorder. It may possibly cause elevated risk of seizures and psychosis due to its [[Glutamate|glutaminergic]] and [[GABA|GABAergic]] effects.{{citation needed}}

*'''United Kingdom''' - 25C-NBOH is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause.<ref>United Kingdom. (2014). Misuse of Drugs Act 1971 (S.I. 2014/1106). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/2014/1106/made</ref>

*'''Sweden:''' The Riksdag added 25C-NBOH to Narcotic Drugs Punishments Act under swedish schedule I ("substances, plant materials and fungi which normally do not have medical use") as of August 18, 2015, published by Medical Products Agency (MPA) in regulation HSLF-FS 2015:12<ref> https://lakemedelsverket.se/upload/lvfs/HSLF_FS_2015_12.pdf</ref>