2,5-dimethoxy-4-chloroamphetamine

2,5-dimethoxy-4-chloroamphetamine

2,5-Dimethoxy-4-chloroamphetamine (DOC) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized and documented in 1972 by Alexander Shulgin.

History

DOC was first synthesized by Alexander Shulgin. The synthesis was published in Shulgin's book PiHKAL. Shulgin listed DOC as a member of the "magical half-dozen" in his book PiHKAL: A Chemical Love Story. The six substances are: mescaline, DOM, DMT, 2C-B, 2C-E, and DOC.

Chemistry

DOC is a substituted amphetamine, specifically a derivative of DOx. It is structurally related to other drugs in the DOx family such as DOB and DOI. DOC is a chlorine substituted derivative of 2,5-dimethoxy-4-iodoamphetamine (DOI).

Pharmacology

DOC acts as a potent and selective 5-HT2A receptor partial agonist. Its effects are mediated by its affinity for the 5-HT2A receptor, much like other psychedelic amphetamines.

Effects

The effects of DOC are very dose-dependent and can vary greatly from person to person. Effects can include stimulation, open and closed-eye visuals, time distortion, enhanced introspection, and euphoria. The duration of effects can be up to 20 hours.

Legal status

In the United States, DOC is a Schedule I controlled substance. It is also illegal in many other countries under their respective controlled substances acts.

See also

• DOx
• PiHKAL
• Psychedelic drug
• Alexander Shulgin