Chemistry:4C-B

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4C-B
4C-B Structure.svg
Names
Preferred IUPAC name
1-(4-Bromo-3,5-dimethoxyphenyl)butan-2-amine
Other names
4C-DOB, DOB-B
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
Properties
C12H18BrNO2
Molar mass 288.185 g·mol−1
Melting point 204-206 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

4C-B (also known as 4C-DOB or DOB-B) is a lesser-known psychedelic drug which is related to 2C-B and DOB.[1] It is a reasonably potent 5-HT2A receptor partial agonist with a Ki of 7.6nM, but has relatively low efficacy (15% relative to 5-HT).[2] It is briefly mentioned in Alexander Shulgin's book PiHKAL (Phenethylamines i Have Known And Loved) but was never tested by him,[3] however it has subsequently been tested by other researchers and was found to be active in a dose range of 50-80mg with a duration of around 8 hours, though with generally milder effects than 2C-B or DOB.[4]

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. Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. 2013. p. 832. ISBN 978-3-03788-700-4.