JWH-339
| IUPAC Name: | (1-(2-(4-(1,1-dimethylheptyl)-2,6-dimethoxyphenyl)ethyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone |
| Other Names: | JWH-339 |
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JWH-339 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist of the CB1 receptor. 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[edit | edit source]
JWH-339 is characterized by its complex chemical structure, which includes a naphthoylindole core. The IUPAC name for JWH-339 is (1-(2-(4-(1,1-dimethylheptyl)-2,6-dimethoxyphenyl)ethyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone. This compound has a molecular formula of C₃₄H₃₉NO₃ and a molar mass of 509.68 g/mol.
The structure of JWH-339 includes a dimethylheptyl side chain, which is known to enhance the binding affinity to the CB1 receptor. The presence of methoxy groups on the phenyl ring further influences its pharmacological activity.
Pharmacology[edit | edit source]
JWH-339 acts as a full agonist at the CB1 receptor, which is primarily found in the central nervous system. This receptor is part of the endocannabinoid system, which plays a role in regulating various physiological processes including mood, appetite, and pain sensation.
The binding affinity of JWH-339 to the CB1 receptor is high, which suggests that it can produce significant psychoactive effects. However, detailed studies on its pharmacokinetics and metabolism are limited.
Legal Status[edit | edit source]
The legal status of JWH-339 varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of medical use. It is often included in legislation targeting synthetic cannabinoids.
Research and Applications[edit | edit source]
JWH-339, like other synthetic cannabinoids, has been used in scientific research to better understand the cannabinoid receptor system. It has contributed to the development of new therapeutic agents targeting these receptors.
Safety and Toxicology[edit | edit source]
The safety profile of JWH-339 is not well-documented, but synthetic cannabinoids are generally associated with a range of adverse effects, including anxiety, paranoia, and cardiovascular issues. The lack of comprehensive toxicological data makes it difficult to assess the full risk profile of JWH-339.
Also see[edit | edit source]
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