JWH-185

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JWH-185

Chemical structure of JWH-185

JWH-185 is a synthetic cannabinoid that acts as a potent agonist at the cannabinoid receptors. It is part of the naphthoylindole family of compounds, which are known for their ability to mimic the effects of tetrahydrocannabinol (THC), the primary psychoactive component of cannabis.

Chemical Properties

JWH-185 is chemically classified as a naphthoylindole, which is a subclass of synthetic cannabinoids. The chemical structure of JWH-185 includes a naphthalene group attached to an indole core, which is a common feature among compounds in this class. The specific chemical formula for JWH-185 is C25H23NO, and it has a molecular weight of 353.46 g/mol.

Pharmacology

JWH-185 functions as a full agonist at both the CB1 and CB2 cannabinoid receptors. These receptors are part of the endocannabinoid system, which plays a role in regulating various physiological processes such as mood, appetite, and pain sensation. The binding affinity of JWH-185 for these receptors is similar to that of other synthetic cannabinoids, making it a potent psychoactive substance.

Legal Status

Due to its psychoactive properties and potential for abuse, JWH-185, like many other synthetic cannabinoids, has been subject to legal restrictions in various countries. It is often included in legislation that targets "designer drugs" or "research chemicals" that are not intended for human consumption.

Synthesis

The synthesis of JWH-185 involves the reaction of a naphthoyl chloride with an indole derivative. This process is similar to the synthesis of other naphthoylindoles and requires careful control of reaction conditions to ensure the desired product is obtained.

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Contributors: Prab R. Tumpati, MD