2,5-Dimethoxy-4-bromoamphetamine

2,5-Dimethoxy-4-bromoamphetamine

File:DOB-racemic-skeletal.svg

Structural formula of 2,5-Dimethoxy-4-bromoamphetamine

File:DOB-3d-sticks.png

3D model of 2,5-Dimethoxy-4-bromoamphetamine

File:DOB blotters.jpg

Blotter paper containing 2,5-Dimethoxy-4-bromoamphetamine

2,5-Dimethoxy-4-bromoamphetamine (DOB) is a psychedelic drug and a substituted amphetamine. It is a member of the 2C family of phenethylamines and is known for its potent hallucinogenic effects.

Chemical Structure

2,5-Dimethoxy-4-bromoamphetamine is a substituted amphetamine with the chemical formula C11H16BrNO2. It features a bromine atom at the 4-position of the phenyl ring, and methoxy groups at the 2- and 5-positions. The presence of these groups contributes to its psychoactive properties.

Pharmacology

DOB acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor. This interaction is responsible for its psychedelic effects, which include alterations in perception, mood, and cognition. The drug is known for its long duration of action, often lasting 12 to 24 hours.

Effects

The effects of 2,5-Dimethoxy-4-bromoamphetamine can vary widely among users but typically include:

• Visual and auditory hallucinations
• Altered sense of time
• Enhanced sensory perception
• Emotional changes
• Increased energy and alertness

Synthesis

The synthesis of DOB involves the bromination of 2,5-dimethoxyamphetamine (DMA) using a brominating agent. This process requires careful control of reaction conditions to ensure the selective substitution at the 4-position.

Legal Status

The legal status of 2,5-Dimethoxy-4-bromoamphetamine varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of accepted medical use.

Related Compounds

DOB is structurally related to other psychedelic phenethylamines, such as 2C-B, 2C-I, and 2C-E. These compounds share similar mechanisms of action and effects but differ in potency and duration.

Related Pages

• Psychedelic drug
• Serotonin receptor
• Phenethylamine
• Hallucinogen

• 2,5-Dimethoxy-4-bromoamphetamine skeletal structure
  2,5-Dimethoxy-4-bromoamphetamine skeletal structure
• 3D stick model of 2,5-Dimethoxy-4-bromoamphetamine
  3D stick model of 2,5-Dimethoxy-4-bromoamphetamine
• Blotters of 2,5-Dimethoxy-4-bromoamphetamine
  Blotters of 2,5-Dimethoxy-4-bromoamphetamine