The full name of the chemical is 2,5-dimethoxy-4-bromoamphetamine. DOB has a
stereocenter and
R-(–
-DOB is the
eutomer. This is an important finding as it is suggestive that it is targeting different receptors relative to most other
phenethylamines (e.g.
MDMA) where the
R-isomer serves as the
distomer. The toxicity of DOB is not fully known, although high doses may cause serious
vasoconstriction of the extremities. DOB is one of the most potent compounds in PiHKAL; while the active dose is similar to that of
DOI, another psychedelic amphetamine, DOB has been shown to have a higher efficacy in triggering downstream effects mediated by 5-HT2 receptors,
[1] making it likely to be slightly more dangerous than DOI in overdose, due to greater vasoconstrictive action. Omission of the amphetamine related α-methyl leads to
2C-B, a vastly safer compound that possesses a lower affinity for the 5-HT2A receptor and is a weaker receptor agonist.
DOB
2,5-DIMETHOXY-4-BROMOAMPHETAMINE
SYNTHESIS: To a well-stirred solution of 1.95 g of the free base of 2,5-dimethoxyamphetamine (2,5-DMA) in 12 mL glacial acetic acid, there was added 1.8 g elemental bromine dissolved in 4 mL acetic acid over the course of 5 min. The slightly exothermic reaction was allowed to stir for 3 h, and then added to about 200 mL H2O. The cloudy solution was washed with 2x100 Et2O, made basic with aqueous NaOH, and extracted with 3x100 mL CH2Cl2. Evaporation of the solvent from the pooled extracts gave about 3 mL of a pale amber oil which was dissolved in 250 mL anhydrous Et2O and saturated with anhydrous HCl gas. The fine white crystals of 2,5-dimethoxy-4-bromoamphetamine hydrochloride, DOB, were removed by filtration, Et2O washed, and air dried. These weighed 1.7 g and had a mp of 195-196 °C. Recrystallization from IPA brought this up to 207-208 °C. Proton NMR spectroscopy of the hydrochloride salt in D2O gave confidence that the bromine atom had uniquely entered the 4-position, in that there were only two unsplit aromatic hydrogen atoms present, at 6.97 and at 7.20 ppm downfield from external TMS.
it is not 2cb but close. I will ask the man making it.....
