DOC

DOC (2,5-Dimethoxy-4-chloroamphetamine): Analytical Research Profile

DOC, or 2,5-Dimethoxy-4-chloroamphetamine, is a synthetic compound belonging to the substituted amphetamine class and is structurally related to the 2C series of phenethylamines. What distinguishes DOC is its alpha-methyl group, which gives it increased potency, longer receptor activity, and makes it part of the DOx series of psychedelic amphetamines.

Primarily studied for its high affinity to 5-HT2A serotonin receptors, DOC is utilized in receptor binding assays, SAR modeling, and neuropharmacological studies. It is offered exclusively for laboratory and analytical use.

Chemical and Structural Information

  • Full Name: 2,5-Dimethoxy-4-chloroamphetamine

  • Chemical Formula: C11H16ClNO2

  • Molecular Weight: 229.70 g/mol

  • IUPAC Name: 1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine

  • Chemical Class: Substituted amphetamine / DOx series

  • Available Forms: Hydrochloride salt or freebase; typically crystalline or powdered

The structure is based on a phenethylamine backbone with additional alpha-methyl substitution and chloro functionalization at the 4-position, contributing to its distinct receptor interactions and metabolic behavior.

Research Applications

DOC is studied in advanced pharmacological and biochemical settings for:

  • 5-HT2A receptor binding affinity testing

  • Pharmacokinetic modeling of substituted amphetamines

  • Structure–Activity Relationship (SAR) studies within the DOx series

  • Neurochemical profiling using LC-MS or GC-MS techniques

  • In vitro metabolism simulations

  • Toxicological reference standardization for forensic use

Its high potency and extended interaction with serotonin receptors make DOC a key candidate in studies of long-acting serotonergic compounds.

Laboratory Characteristics

In controlled research settings, DOC has demonstrated:

  • High selectivity for serotonin receptors, particularly 5-HT2A and 5-HT2C

  • Long receptor interaction duration compared to 2C compounds

  • Stability under standard storage conditions

  • Excellent detectability in analytical instrumentation (LC-MS, GC-MS, FTIR)

Due to its potency and bioactivity, researchers should handle DOC with extreme precision and oversight.

Legal and Regulatory Status

DOC’s legal status varies widely and is subject to regulation in many jurisdictions:

  • United States: Classified as a Schedule I controlled substance

  • United Kingdom: Controlled under Class A of the Misuse of Drugs Act

  • Germany: Regulated under BtMG and NpSG frameworks

  • Canada: Listed as a Schedule I substance

  • Australia: Typically included under Schedule 9

  • EU: Varies by member state; often controlled

Researchers must confirm compliance with local, state, or national regulations before handling DOC.

Safe Handling and Laboratory Protocols

DOC is for research use only and must be handled in professionally managed laboratory environments.

Recommended handling procedures include:

  • Full personal protective equipment (PPE)

  • Fume hood use for weighing and transferring

  • Accurate microgram-scale equipment

  • Clearly labeled storage containers

  • Secure, restricted access to lab materials

  • Disposal in accordance with hazardous chemical protocols

For Research Use Only

DOC is not approved for human consumption or therapeutic use. It is available solely for scientific, analytical, and forensic research purposes in certified laboratory settings.

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