4C-B

4C-B (also known as 4C-DOB or DOB-B) is a lesser-known psychedelic drug of the phenethylamine, phenylisobutylamine, and 4C families related to 2C-B and DOB.^[1] It is a reasonably potent 5-HT_2A receptor partial agonist with a K_i of 7.6 nM, 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 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, though with generally milder effects than 2C-B or DOB.^[4]

4C-B

Names
Preferred IUPAC name 1-(4-Bromo-2,5-dimethoxyphenyl)butan-2-amine
Other names 4C-DOB, DOB-B
Identifiers
CAS Number	69294-23-1
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL365711
ChemSpider	23256805
PubChem CID	12140147
CompTox Dashboard (EPA)	DTXSID101336665
InChI InChI=1S/C12H18BrNO2/c1-4-9(14)5-8-6-12(16-3)10(13)7-11(8)15-2/h6-7,9H,4-5,14H2,1-3H3 Key: QQPRORAZQWLMTQ-UHFFFAOYSA-N
SMILES CCC(CC1=CC(=C(C=C1OC)Br)OC)N
Properties
Chemical formula	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

See also

• 4C-T-2
• Ariadne (psychedelic)
• Phenethylamine
• Psychedelics, dissociatives and deliriants
• ZC-B