2,5-Dimethoxy-4-isobutylamphetamine

Chemical compound

2,5-Dimethoxy-4-isobutylamphetamine
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2,5-Dimethoxy-4-isobutylamphetamine (DOIB) is a psychedelic phenethylamine of the substituted amphetamines class. It is a synthetic compound that is structurally related to other psychedelic phenethylamines such as 2C-B and DOB.

Chemical Structure and Properties

Chemical structure of DOIB

DOIB is a derivative of amphetamine and is characterized by the presence of two methoxy groups at the 2 and 5 positions of the phenyl ring, and an isobutyl group at the 4 position. The chemical formula of DOIB is C₁₅H₂₅NO₂, and it has a molecular weight of 251.37 g/mol.

Pharmacology

DOIB acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. The compound is known to produce alterations in perception, mood, and cognition, similar to other psychedelics.

Effects

The effects of DOIB are similar to those of other psychedelic amphetamines, such as DOM and DOB. Users report visual and auditory hallucinations, altered sense of time, and changes in thought processes. The onset of effects typically occurs within 1 to 2 hours after ingestion, with the duration lasting up to 12 hours.

Synthesis

The synthesis of DOIB involves the alkylation of 2,5-dimethoxyphenethylamine with isobutyl bromide. This process requires careful control of reaction conditions to ensure the correct substitution pattern on the aromatic ring.

Legal Status

DOIB is not widely used and is not specifically listed as a controlled substance in many countries. However, it may be considered an analogue of other controlled substances, making it potentially subject to analogue laws.

Related Compounds

Comparison of DOIB with DOSB and DOTB

DOIB is part of a family of compounds that includes other substituted amphetamines such as DOB, DOI, and DOM. These compounds share a common structural motif and are known for their potent psychedelic effects.

See Also

• Psychedelic drug
• Phenethylamine
• Substituted amphetamines

Related Pages

• 2C-B
• DOB
• DOM