2C-O-4, also known as 4-isopropoxy-2,5-dimethoxyphenethylamine, is a phenethylamine of the 2C family. It is also a positional isomer of isoproscaline and was probably first synthesized by Alexander Shulgin. It produces hallucinogenic or psychedelic effects. Because of the low potency of 2C-O-4, and the inactivity of 2C-O, Shulgin felt that the 2C-O series would not be an exciting area for research, and did not pursue any further analogues.
Little is known about the psychopharmacological effects of 2C-O-4. Based on the one report available in his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists 2C-O-4's dose as being greater than 60mg orally. At this dose, threshold psychoactive effects occurred. These included awareness of something in the front part of the head, yawning, physiological changes, and a general exhilaration and excitement. The effects lasted "a few hours" and were rated as a "plus-one" on the Shulgin Rating Scale. The drug was regarded as remaining to be fully explored.
The pharmacology of 2C-O-4 analogues has been studied.
2C-O-4 is in a class of compounds commonly known as phenethylamines, and the systematic chemical name is 2-(4-isopropoxy-2,5-dimethoxyphenyl)ethanamine.
The chemical synthesis of 2C-O-4 has been described.
2C-O-4 was first described in the literature by Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991.
As of October 31, 2016, 2C-O-4 is a controlled substance (Schedule III) in Canada.
2C-O-4 is unscheduled and unregulated in the United States; however, because of its close similarity in structure and effects to mescaline and 2C-T-7, possession and sale of 2C-O-4 may be subject to prosecution under the Federal Analog Act.