4C-B

A psychedelic phenethylamine

4C-B
INN
Drug class
Routes of administration	Oral
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status	Unscheduled
CAS Number	2214-87-3
PubChem	443892
DrugBank
ChemSpider	391837
KEGG

4C-B is a psychedelic phenethylamine of the 4C family. It is structurally related to the more well-known psychedelic 2C-B, differing by the addition of a butoxy group. 4C-B is known for its psychoactive effects, which are similar to those of other phenethylamines, but it is less commonly encountered in the recreational drug market.

Chemical structure and properties

4C-B, or 2-(4-butoxyphenyl)ethan-1-amine, is a synthetic compound that belongs to the class of phenethylamines. Its chemical structure consists of a phenyl ring substituted with a butoxy group at the para position and an ethylamine chain. This structure is similar to that of 2C-B, with the primary difference being the butoxy group replacing the methoxy group found in 2C-B.

Pharmacology

The pharmacological effects of 4C-B are not well-documented, but it is believed to act as a serotonin receptor agonist, similar to other psychedelic phenethylamines. This action is thought to be responsible for its psychoactive effects, which may include altered perception, mood changes, and visual hallucinations.

Effects

The effects of 4C-B are reported to be similar to those of other psychedelics, such as LSD and 2C-B, but with a unique profile due to its distinct chemical structure. Users have reported experiencing visual and auditory hallucinations, changes in perception of time and space, and altered emotional states. The onset of effects typically occurs within 30 to 60 minutes after ingestion, with the duration lasting several hours.

Legal status

4C-B is not specifically scheduled under the United Nations Convention on Psychotropic Substances, but its legal status may vary by country. In some jurisdictions, it may be considered an analogue of controlled substances and thus subject to regulation under analogue laws.

Synthesis

The synthesis of 4C-B involves the reaction of 4-butoxybenzaldehyde with nitroethane to form the nitrostyrene intermediate, which is then reduced to the corresponding amine. This process is similar to the synthesis of other phenethylamines, such as 2C-B, but requires the use of different starting materials to introduce the butoxy group.

Related compounds

4C-B is part of a larger family of compounds known as the 4C series, which includes other phenethylamines with similar structures and effects. These compounds are characterized by the presence of a phenyl ring substituted with various alkoxy groups and an ethylamine chain.

Related pages

• Phenethylamine
• 2C-B
• Psychedelic drug
• Serotonin receptor