JWH-259

Synonyms

JWH-259

Drug Information
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Identifiers ATC Code DrugBank UNII KEGG ChEBI		Chemical Data Molecular Weight

JWH-259 is a synthetic cannabinoid that acts as a potent agonist of the cannabinoid receptors. It is part of the naphthoylpiperidine class of compounds and was developed by Dr. John W. Huffman and his team at Clemson University as part of research into the structure and function of the cannabinoid receptors.

Chemical Structure and Properties

JWH-259 has the chemical formula C₂₃H₂₉NO₂ and a molecular weight of 351.48 g/mol. The compound features a naphthalene ring system with a methoxy group at the 4-position and a piperidine ring attached via a ketone linkage. The pentyl chain on the piperidine nitrogen is a common feature in many synthetic cannabinoids, contributing to its lipophilicity and receptor affinity.

Pharmacology

JWH-259 is a full agonist at the CB₁ and CB₂ cannabinoid receptors, with a higher affinity for the CB₂ receptor. This selectivity makes it of interest in research focused on the therapeutic potential of CB₂ receptor agonists, which are thought to have anti-inflammatory and immunomodulatory effects without the psychoactive effects associated with CB₁ receptor activation.

Research and Applications

Research on JWH-259 has primarily been conducted in vitro and in animal models. Studies have explored its potential use in treating conditions such as chronic pain, inflammation, and autoimmune diseases. However, like many synthetic cannabinoids, JWH-259 has not been approved for medical use in humans and is primarily used in scientific research.

Legal Status

The legal status of JWH-259 varies by country. In some 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 comply with local regulations when working with this compound.

Safety and Toxicology

The safety profile of JWH-259 has not been extensively studied in humans. Synthetic cannabinoids, in general, have been associated with a range of adverse effects, including cardiovascular, neurological, and psychiatric symptoms. Caution is advised when handling and studying these compounds.

Also see

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