2,5-Dimethoxy-4-nitroamphetamine

A psychedelic drug of the amphetamine class

2,5-Dimethoxy-4-nitroamphetamine
INN
Drug class
Routes of administration	Oral
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status	Uncontrolled
CAS Number	39201-82-6
PubChem	443885
DrugBank
ChemSpider	392063
KEGG

2,5-Dimethoxy-4-nitroamphetamine (DON) is a psychedelic drug of the amphetamine class. It is known for its hallucinogenic effects and is chemically related to other phenethylamines.

Chemical Structure and Properties

2,5-Dimethoxy-4-nitroamphetamine is a derivative of amphetamine, with a chemical structure characterized by a phenyl ring substituted with methoxy groups at the 2 and 5 positions and a nitro group at the 4 position. The presence of these groups is responsible for its psychoactive properties.

Pharmacology

DON acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. The drug's action on serotonin receptors leads to altered perception, mood, and cognition.

Effects

The effects of 2,5-Dimethoxy-4-nitroamphetamine are similar to those of other psychedelic amphetamines, such as 2,5-Dimethoxy-4-methylamphetamine (DOM). Users report visual and auditory hallucinations, changes in thought patterns, and an altered sense of time. The intensity and duration of effects can vary based on dosage and individual sensitivity.

Synthesis

The synthesis of DON involves the nitration of 2,5-dimethoxyamphetamine, a process that introduces the nitro group at the 4 position of the phenyl ring. This chemical modification is crucial for the compound's activity as a psychedelic.

Legal Status

2,5-Dimethoxy-4-nitroamphetamine is not specifically controlled under international drug laws, but its legal status may vary by country. It is often considered a research chemical and may be subject to analogue laws in certain jurisdictions.

Related Compounds

DON is part of a larger class of psychedelic amphetamines, which includes compounds such as 2,5-Dimethoxy-4-iodoamphetamine (DOI) and 2,5-Dimethoxy-4-bromoamphetamine (DOB). These compounds share similar structures and pharmacological profiles.

See Also

• Psychedelic drug
• Phenethylamine
• Serotonin receptor
• Amphetamine

Gallery

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  Chemical structure of 2,5-Dimethoxy-4-nitroamphetamine