DOx series

The DOx series refers to a class of psychedelic compounds that are structurally related to the phenethylamine family. These compounds are known for their potent hallucinogenic effects and are characterized by the presence of a methoxy group at the 2,5-positions of the phenyl ring and an alpha-methyl group, which distinguishes them from other phenethylamines. The DOx series includes several well-known compounds such as DOB, DOI, and DOC.

Chemical Structure

The general structure of DOx compounds is based on the phenethylamine backbone, with the addition of a methoxy group at the 2 and 5 positions of the aromatic ring, and an alpha-methyl group on the ethylamine chain. This structure can be represented as 2,5-dimethoxy-4-substituted-amphetamine, where the "x" in DOx represents the substituent at the 4-position.

Common DOx Compounds

• DOB (2,5-dimethoxy-4-bromoamphetamine)
• DOI (2,5-dimethoxy-4-iodoamphetamine)
• DOC (2,5-dimethoxy-4-chloroamphetamine)

Pharmacology

DOx compounds primarily act as agonists at the 5-HT2A receptor, which is a subtype of the serotonin receptor. This action is responsible for their psychedelic effects. The binding affinity and selectivity for the 5-HT2A receptor can vary among different DOx compounds, influencing their potency and duration of action.

Effects

The effects of DOx compounds are similar to those of other psychedelics, such as LSD and psilocybin, but they are often more intense and longer-lasting. Users report visual and auditory hallucinations, altered perception of time, and profound changes in thought and mood. The onset of effects can take several hours, and the duration can last from 12 to 24 hours or more, depending on the specific compound and dosage.

Risks and Safety

Due to their potency and long duration, DOx compounds can pose significant risks, especially in unregulated settings. Overdose can lead to severe physical and psychological distress, including hypertension, tachycardia, and anxiety. It is crucial for users to be aware of the potential for adverse effects and to approach these substances with caution.

Legal Status

The legal status of DOx compounds varies by country. In many places, they are classified as controlled substances due to their potential for abuse and lack of accepted medical use. It is important to consult local regulations to understand the legal implications of possessing or using these substances.

History

The DOx series was first synthesized in the 1960s by Alexander Shulgin, a renowned chemist known for his work with psychedelic compounds. Shulgin documented his findings in the book "PiHKAL: A Chemical Love Story", which provides detailed information on the synthesis and effects of various phenethylamines.

Also see

• Phenethylamine
• Psychedelic drug
• Alexander Shulgin
• 5-HT2A receptor
• PiHKAL