Chemistry:3C-FP

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3C-FP, also known as 4-(3-fluoropropoxy)-3,5-dimethoxyamphetamine or as α-methylfluoroproscaline (3C-fluoroproscaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to TMA (3,4,5-TMA).[1][2][3][4] It is the amphetamine (α-methyl) derivative of fluoroproscaline (FP).[1][3][4]

According to Daniel Trachsel, 3C-FP's dose is 25 mg or more orally and its duration is approximately 8 hours.[1] The specific effects of 3C-FP were not described.[1]

The receptor interactions of 3C-FP have been studied.[4][3] It shows affinity for the serotonin 5-HT2A and 5-HT2C receptors (Ki = 2,600–4,581 nM and 4,400 nM) and is a potent partial agonist of the serotonin 5-HT2A receptor (EC50 = 57 nM; Emax = 62%) but not of the serotonin 5-HT2B receptor (EC50 = >10,000 nM).[4][3]

The chemical synthesis of 3C-FP has been described.[2]

3C-FP was first described in the scientific literature by Trachsel in 2002.[2] Subsequently, its pharmacology as well as its properties in humans were reported by Trachsel and colleagues in 2012,[3] 2013,[1] and 2021.[4]

See also

  • 3C (psychedelics)

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. 2013. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. 
  2. ↑ 2.0 2.1 2.2 "Synthese von neuen (Phenylalkyl)aminen zur Untersuchung von Struktur-Aktivitätsbeziehungen, Mitteilung 1, Mescalin Derivate". Helvetica Chimica Acta 85 (9): 3019–3026. 2002. doi:10.1002/1522-2675(200209)85:9<3019::AID-HLCA3019>3.0.CO;2-4. https://www.erowid.org/archive/rhodium/pdf/mescaline.4-subst.analogs.pdf. 
  3. ↑ 3.0 3.1 3.2 3.3 3.4 "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis 4 (7–8): 577–590. 2012. doi:10.1002/dta.413. PMID 22374819. "A series of 4-fluoroalkoxy analogs of 3,4,5-trimethoxyamphetamine (TMA, 12: 100–200 mg, 6–8 h[3]) has also been investigated (Figure 6, A).[86] The influence of fluorine introduction could not yet fully be determined, as at present too little biological data of either the non-fluorinated derivatives (85[3] and compounds described in Trachsel[86]) or the fluoro analogs 84 and 86–89 is available. For some fluorinated 3,4,5-substituted compounds some volunteers reported skin itching during experiments. Whether this might point towards the involvement of other targets, such as the histamine receptors, remains to be seen. [...] Some effects upon a-methyl introduction into the 3,4,5-series could also be observed. Among the very limited data so far, a slight increase of affinities for the a-methyl derivatives over their counterparts could be suggested at the 5-HT2A receptor (Table 2; s. pairs 72/84; 76/86; 77/87; 80/89).". 
  4. ↑ 4.0 4.1 4.2 4.3 4.4 "Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines". Frontiers in Pharmacology 12. 2021. doi:10.3389/fphar.2021.794254. PMID 35222010. 



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