JWH-304

{{Infobox chemical | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477002123 | ImageFile = JWH-304_structure.png | ImageSize = 200px | IUPACName = (1-(4-methoxynaphthalen-1-yl)propan-2-yl)(4-pentylnaphthalen-1-yl)methanone | OtherNames = | Section1 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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JWH-304
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JWH-304
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InChI

• InChI=1S/C26H26O2/c1-4-5-6-11-20-12-8-16-24(18-20)26(27)25(3)21-13-9-17-22-14-10-15-23(19-21)28-2/h8-19,25H,4-7H2,1-3H3

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SMILES

• CCCCCC1=CC=C(C=C1)C(=O)C(C)C2=CC=CC3=CC=CC=C32

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Overview

JWH-304 is a synthetic cannabinoid that acts as a potent agonist of 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. JWH-304 was developed by Dr. John W. Huffman and his team at Clemson University as part of their research into the structure-activity relationships of cannabinoids.

Chemical Structure and Properties

JWH-304 has the chemical formula C₂₆H₂₆O₂ and a molecular weight of 370.48 g/mol. The compound features a naphthoyl group attached to an indole core, which is a common structural motif among synthetic cannabinoids. The presence of a methoxy group on the naphthalene ring distinguishes JWH-304 from other related compounds.

Pharmacology

JWH-304 acts as a full agonist at both the CB₁ and CB₂ cannabinoid receptors, with a higher affinity for the CB₁ receptor. This receptor is primarily found in the central nervous system, where it modulates neurotransmitter release, leading to the psychoactive effects associated with cannabinoids. The CB₂ receptor is mainly located in the immune system, and its activation is associated with anti-inflammatory effects.

Legal Status

The legal status of JWH-304 varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of medical use. In the United States, synthetic cannabinoids like JWH-304 are often listed under the Controlled Substances Act as Schedule I substances.

Health Effects and Risks

The use of JWH-304, like other synthetic cannabinoids, can lead to a range of adverse effects. These may include tachycardia, hypertension, anxiety, paranoia, and hallucinations. Long-term use can result in addiction and withdrawal symptoms. Due to the variability in potency and purity of synthetic cannabinoids, users are at risk of overdose and severe health complications.

Research and Applications

JWH-304 and other synthetic cannabinoids are primarily used in research settings to study the endocannabinoid system and to develop potential therapeutic agents. They provide valuable insights into the mechanisms of cannabinoid receptor activation and the physiological roles of these receptors.

Also see

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