JWH-156

JWH-156 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist at both the CB1 and CB2 cannabinoid receptors. It was first synthesized by John W. Huffman and his team at Clemson University as part of their research into the structure-activity relationships of cannabinoids.

Chemical Structure and Properties

JWH-156 is chemically classified as a naphthoylindole, which is a subclass of synthetic cannabinoids. Its chemical structure consists of a naphthalene ring system linked to an indole moiety via a ketone bridge. The presence of a methoxy group at the 4-position of the naphthalene ring is a distinguishing feature of JWH-156.

The molecular formula of JWH-156 is C₂₄H₂₃NO₂, and it has a molecular weight of 357.45 g/mol. The compound is typically synthesized through a multi-step chemical process involving the reaction of 4-methoxynaphthoyl chloride with 1-pentylindole.

Pharmacology

JWH-156 acts as a full agonist at both the CB1 and CB2 receptors, with a higher affinity for the CB2 receptor. This receptor selectivity makes it of interest for research into the therapeutic potential of CB2-selective cannabinoids, which are thought to have anti-inflammatory and analgesic properties without the psychoactive effects associated with CB1 receptor activation.

The binding affinity of JWH-156 for the CB1 receptor is reported to be in the nanomolar range, indicating a high potency. Its effects in vivo have been studied in animal models, where it has been shown to produce typical cannabinoid effects such as hypothermia, analgesia, and catalepsy.

Legal Status

The legal status of JWH-156 varies by country. In many jurisdictions, it is classified as a controlled substance due to its structural similarity to other synthetic cannabinoids that have been associated with adverse health effects. Researchers must obtain appropriate licenses to study JWH-156 in a laboratory setting.

Research and Applications

JWH-156 is primarily used in scientific research to study the cannabinoid receptor system and to explore the potential therapeutic applications of CB2-selective agonists. It serves as a tool compound in pharmacological studies aimed at understanding the role of cannabinoid receptors in various physiological and pathological processes.

Safety and Toxicology

As with many synthetic cannabinoids, the safety profile of JWH-156 is not well-established. It is important for researchers to exercise caution and adhere to safety protocols when handling this compound. Potential risks include psychoactive effects, cardiovascular effects, and other unknown toxicological effects.

Also see

• Synthetic cannabinoids
• Cannabinoid receptor
• John W. Huffman
• CB1 receptor
• CB2 receptor