JWH-206

JWH-206 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist of the cannabinoid receptors. It was first synthesized by John W. Huffman and his team at Clemson University as part of research into the structure-activity relationships of cannabinoids.

Chemical Structure and Properties

JWH-206 is chemically classified as a naphthoylindole, which is a subclass of synthetic cannabinoids. Its IUPAC name is (4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone. The compound has a molecular formula of C₂₅H₂₅NO₂ and a molecular weight of 371.47 g/mol.

The structure of JWH-206 consists of a naphthalene ring system substituted with a methoxy group at the 4-position, linked to an indole moiety via a ketone bridge. The indole is further substituted with a pentyl chain at the nitrogen atom.

Pharmacology

JWH-206 acts as a full agonist at the CB₁ and CB₂ cannabinoid receptors, with a higher affinity for the CB₁ receptor. This receptor interaction is responsible for its psychoactive effects, which mimic those of tetrahydrocannabinol (THC), the primary active component of cannabis.

Legal Status

The legal status of JWH-206 varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of accepted medical use. It is often included in legislation targeting synthetic cannabinoids and "designer drugs."

Synthesis

The synthesis of JWH-206 involves the condensation of 4-methoxynaphthoyl chloride with 1-pentylindole in the presence of a base. This reaction forms the characteristic ketone linkage between the naphthalene and indole rings.

Potential Risks and Effects

As with other synthetic cannabinoids, the use of JWH-206 can pose significant health risks. These may include tachycardia, hypertension, hallucinations, and psychosis. The variability in potency and purity of synthetic cannabinoid products further increases the risk of adverse effects.

Research and Applications

JWH-206, like other synthetic cannabinoids, has been used in scientific research to study the endocannabinoid system and the effects of cannabinoid receptor activation. However, its use is limited due to its legal status and potential for abuse.

Also see

• Synthetic cannabinoids
• Cannabinoid receptor
• John W. Huffman
• Naphthoylindole
• Tetrahydrocannabinol