BookRags.com Literature Guides Literature
Guides
Criticism & Essays Criticism &
Essays
Questions & Answers Questions &
Answers
Lesson Plans Lesson
Plans
My Bibliography Periodic Table U.S. Presidents Shakespeare Sonnet Shake-Up
Research Anything:        
History | Encyclopedias | Films | News | Create a Bibliography | More... Login | Register | Help
Not What You Meant?  There are 8 definitions for DOB.

2,5-Dimethoxy-4-bromoamphetamine

Print-Friendly
About 4 pages (1,110 words)

Bookmark and Share Questions on this topic? Just ask!
DOB
Chemical name (4-bromo-2,5-Dimethoxy-amphetamine or
1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane
Chemical formula C11H16BrNO2
Molecular mass 274.15 g/mol
Melting point 63 - 65 °C
207 - 208 °C (hydrochloride)
CAS numbers 32156-26-6, 43061-15-0, 43061-16-1, 64638-07-9
SMILES N[C@H](C)CC1=C(OC)C=C(Br)C(OC)=C1 (R-isomer)
Chemical structure of (R)-DOB

DOB (Brolamfetamine, Dr. Bob, Bob or Bromo-DMA) is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds, which can be used as an entheogen. DOB was first synthesized by Alexander Shulgin in 1967. In his book PIHKAL (Phenethylamines I Have Known and Loved), Shulgin lists the dosage range as 1 to 3 mg for the racemate. The enantiopure compound dosage is at least half of that. DOB is generally taken orally. According to Shulgin, the effects of DOB typically last 18 to 30 hours. Onset of the drug is also long, sometimes taking up to three hours. The substance has been described as a more lucid, more amphetamine-like version of LSD.

Contents

Chemistry

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 PEAs (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.

Tabs of DOB, confiscated by police in Concord, California in 2006.
Tabs of DOB, confiscated by police in Concord, California in 2006.

DOB is the most potent compound in PIHKAL (even stronger than DOI although the two have a similar dosage, respectively). Omission of the amphetamine related α-methyl leads to 2C-B, which is less vicious and safer, albeit weaker.

(DOB) DOSAGE: 1.0 - 3.0 mg. DURATION: 18 - 30 h.
(DOI) DOSAGE: 1.5 - 3.0 mg. DURATION: 16 - 30 h. (2C-B) DOSAGE: 12 - 24 mg. DURATION: 4 - 8 h.
(2C-I) DOSAGE: 14 - 22 mg. DURATION: 6 - 10 h. There was a report of a death of a young lady following the snorting of an amount of DOB so massive, there was the actual recovery of over nine milligrams of the drug from her body tissues in the post-mortem examination. It was said that she and her companion had thought that the drug they were using was MDA and, taking a dosage appropriate for this, effectively overdosed themselves. He survived, following convulsions and an extended period (several weeks) of being in a comatose state. Tragic examples have been reported that involve arterial vascular spasm. But in most overdose cases ascribed to DOB, the identity of the drug has remained unestablished.[1]

Misrepresentation as LSD

Sales of DOB on blotter paper, misrepresented as LSD, and in tablet form, misrepresented as MDMA or mescaline, have been frequently reported. The misrepresentation as LSD has been described by the periodical "High Times" - this helped some users to find out what they were really taking. Since the mid 1980s, DOB has appeared on blotter paper and accidentally (or purposefully) sold as LSD. Upon tasting the chemical, one will notice a bitter or "chemically" taste, this is instantly a sign that the drug was not LSD, but rather a DO* variant or some other chemical. DOB's effects are somewhat similar to speedy LSD except the duration of effects last twice as long.

Legality

Internationally, DOB is a Schedule I drug under the Convention on Psychotropic Substances[2].

References

External links

Categorization

View More Summaries on 2,5-Dimethoxy-4-bromoamphetamine
 
Ask any question on 2,5-Dimethoxy-4-bromoamphetamine and get it answered FAST!
Answer questions in BookRags Q&A and earn points toward
discounted or even FREE Study Guides and other BookRags products!
Learn more about BookRags Q&A
Copyrights
2,5-Dimethoxy-4-bromoamphetamine from Wíkipedia. ©2006 by Wíkipedia. Licensed under the GNU Free Documentation License. View a list of authors or edit this article.

Article Navigation
Join BookRagslearn moreJoin BookRags




About BookRags | Customer Service | Report an Error | Terms of Use | Privacy Policy