4-Bromo-3,5-dimethoxyamphetamine

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4-Bromo-3,5-dimethoxyamphetamine[edit | edit source]

Chemical structure of 4-Bromo-3,5-dimethoxyamphetamine
3D model of 4-Bromo-3,5-dimethoxyamphetamine

4-Bromo-3,5-dimethoxyamphetamine (also known as DOB) is a psychedelic drug and a substituted amphetamine. It is a member of the phenethylamine and amphetamine chemical classes.

Chemical Structure[edit | edit source]

4-Bromo-3,5-dimethoxyamphetamine is a substituted amphetamine with the chemical formula C11H16BrNO2. It features a bromine atom at the 4-position and two methoxy groups at the 3- and 5-positions of the phenyl ring.

Pharmacology[edit | edit source]

DOB acts as a serotonin receptor agonist, primarily targeting the 5-HT2A receptor. This action is responsible for its psychedelic effects. The compound is known for its potency and long duration of action, often lasting 12 to 24 hours.

Effects[edit | edit source]

The effects of 4-Bromo-3,5-dimethoxyamphetamine include altered perception, mood, and cognition. Users may experience visual and auditory hallucinations, changes in thought patterns, and an altered sense of time.

Synthesis[edit | edit source]

The synthesis of DOB involves the bromination of 3,5-dimethoxyphenylacetone followed by reductive amination with ammonia or a primary amine. This process requires careful control of reaction conditions to ensure the correct substitution pattern on the aromatic ring.

Legal Status[edit | edit source]

DOB is classified as a Schedule I controlled substance in many countries, including the United States, due to its potential for abuse and lack of accepted medical use.

Related Compounds[edit | edit source]

See Also[edit | edit source]

Related Pages[edit | edit source]

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