2,4,5-Trimethoxyphenethylamine

A psychedelic phenethylamine

2,4,5-Trimethoxyphenethylamine
Chemical nomenclature
IUPAC name	2-(2,4,5-Trimethoxyphenyl)ethan-1-amine

2,4,5-Trimethoxyphenethylamine, also known as 2C-O, is a psychedelic phenethylamine of the 2C family. It is a chemical compound that has been studied for its psychoactive effects.

Chemical structure and properties

2,4,5-Trimethoxyphenethylamine is a phenethylamine derivative, characterized by the presence of three methoxy groups attached to the benzene ring at the 2, 4, and 5 positions. The chemical formula is C₁₁H₁₇NO₃, and it has a molecular weight of 211.26 g/mol.

Pharmacology

2C-O is believed to act as a serotonin receptor agonist, similar to other compounds in the 2C series. It interacts with the 5-HT2A receptor, which is thought to be responsible for its psychedelic effects. However, detailed studies on its pharmacokinetics and pharmacodynamics are limited.

Effects

The effects of 2,4,5-Trimethoxyphenethylamine are not well-documented, but it is presumed to produce effects similar to other 2C compounds, such as altered perception, mood, and cognition. The duration and intensity of these effects can vary based on dosage and individual differences.

Synthesis

The synthesis of 2C-O involves the reaction of 2,4,5-trimethoxybenzaldehyde with nitroethane, followed by reduction of the resulting nitrostyrene to the amine. This process is similar to the synthesis of other phenethylamines.

Legal status

The legal status of 2,4,5-Trimethoxyphenethylamine varies by country. In some jurisdictions, it may be classified as a controlled substance due to its structural similarity to other psychoactive phenethylamines.

Related compounds

2C-O is part of the 2C family, which includes other compounds such as 2C-B, 2C-I, and 2C-E. These compounds share a common phenethylamine backbone but differ in their substitution patterns, leading to variations in their pharmacological profiles.

See also

• Phenethylamine
• Psychedelic drug
• 2C family