2,5-Dimethoxy-4-chloroamphetamine

DOC2DACS.svg

Chemical compound

2,5-Dimethoxy-4-chloroamphetamine
File:2,5-Dimethoxy-4-chloroamphetamine structure.png
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CAS Number	10124-87-7
PubChem	5362436
DrugBank
ChemSpider	4515062
KEGG

2,5-Dimethoxy-4-chloroamphetamine (DOC) is a psychedelic drug and a substituted amphetamine of the phenethylamine class. It is known for its potent hallucinogenic effects and long duration of action.

Chemical Structure and Properties

DOC is chemically classified as a substituted amphetamine, with the chemical formula C11H16ClNO2. It features a methoxy group at the 2 and 5 positions of the benzene ring, and a chloro group at the 4 position. The amphetamine backbone is characterized by a phenyl ring bound to an ethylamine chain.

Pharmacology

DOC acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. It also has affinity for other serotonin receptors, including 5-HT2B and 5-HT2C.

Effects

The effects of DOC can last from 12 to 24 hours, depending on the dose. Users report intense visual hallucinations, altered perception of time, and profound changes in thought processes. Due to its potency and long duration, it is often considered a substance that should be used with caution.

Legal Status

The legal status of DOC varies by country. In some jurisdictions, it is classified as a controlled substance, while in others it remains legal or unregulated. Users should be aware of the legal implications of possessing or using DOC in their respective countries.

History

DOC was first synthesized by Alexander Shulgin and described in his book PiHKAL (Phenethylamines I Have Known And Loved). It has since gained popularity in the psychedelic community for its powerful effects and long duration.

See Also

• 2,5-Dimethoxy-4-bromoamphetamine (DOB)
• 2,5-Dimethoxy-4-iodoamphetamine (DOI)
• Phenethylamine
• Psychedelic drug

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