JWH-199

JWH-199 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist of the cannabinoid receptors. It was developed 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-199 is chemically classified as a naphthoylindole, which is a subclass of synthetic cannabinoids. Its IUPAC name is (1-pentylindol-3-yl)-1-naphthalenylmethanone. The compound consists of a naphthalene group attached to a ketone, which is further linked to an indole group with a pentyl chain at the nitrogen atom.

The molecular formula of JWH-199 is C24H23NO, and it has a molecular weight of 341.45 g/mol. The structure of JWH-199 allows it to bind to the CB1 and CB2 receptors in the endocannabinoid system, mimicking the effects of naturally occurring cannabinoids such as tetrahydrocannabinol (THC).

Pharmacology

JWH-199 acts as a full agonist at both the CB1 and CB2 cannabinoid receptors. These receptors are part of the G-protein coupled receptor family and are primarily involved in the modulation of neurotransmitter release in the brain. The activation of these receptors by JWH-199 can lead to effects similar to those of THC, including alterations in mood, perception, and cognition.

The potency of JWH-199 at the CB1 receptor is significant, making it a compound of interest in both research and recreational contexts. However, due to its synthetic nature and high potency, the use of JWH-199 can lead to unpredictable and potentially harmful effects.

Legal Status

The legal status of JWH-199 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. In the United States, JWH-199 and other synthetic cannabinoids have been placed under Schedule I of the Controlled Substances Act.

Research and Applications

JWH-199, like other synthetic cannabinoids, has been used in scientific research to better understand the endocannabinoid system and the effects of cannabinoid receptor activation. However, its use is limited due to legal restrictions and safety concerns.

Safety and Toxicity

The safety profile of JWH-199 is not well-established, but it is known that synthetic cannabinoids can have severe adverse effects, including tachycardia, hypertension, hallucinations, and psychosis. The lack of regulation and quality control in the production of synthetic cannabinoids further increases the risk of toxicity.

Also see

• Synthetic cannabinoids
• Cannabinoid receptor
• John W. Huffman
• Endocannabinoid system
• Tetrahydrocannabinol