Chemistry:4C-B

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4C-B, also known as 4C-DOB or DOB-B, as well as 4-bromo-2,5-dimethoxy-α-ethylphenethylamine, is a lesser-known psychedelic drug of the phenethylamine, phenylisobutylamine, and 4C families related to 2C-B (the 2C analogue) and DOB (the DOx analogue).[1] It is a reasonably potent 5-HT2A receptor partial agonist with a Ki of 7.6 nM, but has relatively low efficacy (15% relative to 5-HT).[2] It is briefly mentioned in Alexander Shulgin's 1991 book PiHKAL (Phenethylamines I Have Known And Loved), but was never tested by Shulgin.[3] Subsequently, the drug was tested by Daniel Trachsel and colleagues, and was found to be active in a dose range of 50 to 80 mg with a duration of around 8 hours.[4] It produced pronounced psychedelic effects, though with generally milder effects than 2C-B or DOB.[4] 4C-B is a controlled substance in Canada under phenethylamine blanket-ban language,[5] but is not explicitly controlled in the United States.[6]

See also

References

  1. ↑ "Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes". Journal of Medicinal Chemistry 23 (2): 154–62. February 1980. doi:10.1021/jm00176a010. PMID 7359529. 
  2. ↑ "Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane". Journal of Medicinal Chemistry 47 (24): 6034–41. November 2004. doi:10.1021/jm040082s. PMID 15537358. 
  3. ↑ Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml. 
  4. ↑ 4.0 4.1 Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. 2013. p. 832. ISBN 978-3-03788-700-4. "Das α-Ethylhomologon von 2C-B (6) trägt den Namen (303; auch 4C-B) und wurde von Rausch eingehender untersucht [140, 145]. Es vermochte eine ausgeprägte psychedelische Wirkung mit Bewusstseinsvertiefung, Euphorie und Sensationen besonders im Bereich des Tastsinns hervorzurufen (50—80mg, rund acht Stunden Wirkdauer). Visuelle Pseudohalluzinationen traten kaum auf. Das Iodoanalogon DOI-B (304) wurde nur bis zu einer Dosierung von 4mg geprüft und zeigte dabei keinerlei Wirkungen [8]." 
  5. ↑ "Controlled Drugs and Substances Act". 5 December 2025. https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 
  6. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026, https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf 



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