JWH-242

From WikiMD's Wellness Encyclopedia


JWH-242 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist at the cannabinoid receptors. It was developed by John W. Huffman and his team in the 1990s as part of research into the structure-activity relationships of cannabinoids.

Chemical Structure and Properties[edit | edit source]

JWH-242 has the chemical formula C25H25NO2 and a molecular weight of 371.47 g/mol. The compound features a naphthoyl group linked to an indole core, with a methoxy group at the 4-position of the naphthalene ring and a pentyl chain at the indole nitrogen.

Synthesis[edit | edit source]

The synthesis of JWH-242 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 naphthoyl and indole moieties.

Pharmacology[edit | edit source]

JWH-242 is a full agonist at the CB1 and CB2 cannabinoid receptors, with a higher affinity for CB2. This selectivity makes it of interest for research into the therapeutic potential of CB2 receptor agonists, which are thought to have anti-inflammatory and analgesic properties without the psychoactive effects associated with CB1 receptor activation.

Legal Status[edit | edit source]

The legal status of JWH-242 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.

Research and Applications[edit | edit source]

JWH-242 has been used in scientific research to study the effects of cannabinoid receptor activation. Its selectivity for the CB2 receptor makes it a valuable tool for investigating the role of this receptor in various physiological and pathological processes.

Safety and Toxicology[edit | edit source]

As with many synthetic cannabinoids, the safety profile of JWH-242 is not well-established. It is important to handle this compound with caution in a laboratory setting, following appropriate safety protocols.

Also see[edit | edit source]


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Contributors: Prab R. Tumpati, MD