Chemistry:Δ3-Tetrahydrocannabinol
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| Other names | Delta-3-THC, Δ3-THC, Δ6a(10a)-THC, EA-1477 |
| Drug class | Cannabinoid |
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| Formula | C21H30O2 |
| Molar mass | 314.469 g·mol−1 |
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Δ3-Tetrahydrocannabinol (often abbreviated as delta-3-THC or Δ3-THC) is a synthetic isomer of tetrahydrocannabinol (THC) developed during the original research in the 1940s to develop synthetic routes to the natural products Δ8-THC and Δ9-THC found in the cannabis.[1] While the normal trans configuration of THC is in this case flattened by the double bond, it still has two enantiomers as the 9-methyl group can exist in an (R) or (S) conformation. The (S) enantiomer has similar effects to Δ9-THC though with several times lower potency, while the (R) enantiomer is many times less active or inactive, depending on the assay used.[2][3][4] It has been identified as a component of vaping liquid products.[5]
Legality
United States
Delta-3-Tetrahydrocannabinol is federally uncontrolled, but due to its similarities with Delta-9-THC it could be prosecuted under the Federal Analogue Act
Arkansas
As of June 25, 2025, the U.S. 8th Circuit Court of Appeals overturned a lower court's injunction, allowing Arkansas to enforce its ban on hemp-derived THC products, including Delta-3 THC (listed as Delta-6a10a-THC). This ruling means that Act 629, which classifies Delta-8, Delta-9 (above 0.3%), and Delta-10 THC ("Psychoactive hemp-derived cannabinoids" as stated in Act 629) as Schedule VI controlled substances in the state, is now enforceable. Previously, sales of these products had been temporarily permitted due to the injunction.[6][7]
See also
- 7,8-Dihydrocannabinol
- Cannabitriol
- Delta-4-Tetrahydrocannabinol
- Delta-7-Tetrahydrocannabinol
- Delta-10-Tetrahydrocannabinol
- Hexahydrocannabinol
- JWH-138
- Parahexyl
References
- ↑ Adams R, "Marihuana active compounds.", US patent 2419935, issued 1947
- ↑ "Cannabinoids. 1. 1-Amino- and 1-mercapto-7,8,9,10-tetrahydro-6H-dibenzo [b,d]pyrans". Journal of Medicinal Chemistry 20 (1): 17–24. January 1977. doi:10.1021/jm00211a004. PMID 833820.
- ↑ "Use of a potential rabbit model for structure--behavioral activity studies of cannabinoids". Journal of Medicinal Chemistry 25 (5): 596–9. May 1982. doi:10.1021/jm00347a021. PMID 7086846.
- ↑ "Base-catalysed double-bond isomerizations of cannabinoids: structural and stereochemical aspects.". Journal of the Chemical Society, Perkin Transactions 1: 2881–6. 1984. doi:10.1039/P19840002881.
- ↑ "EVALI Vaping Liquids Part 1: GC-MS Cannabinoids Profiles and Identification of Unnatural THC Isomers". Frontiers in Chemistry 9. 2021. doi:10.3389/fchem.2021.746479. PMID 34631667. Bibcode: 2021FrCh....9..726C.
- ↑ Campbell, Matt (2025-06-24). "Federal court allows state to resume ban on sale of hemp-derived THC products" (in en-US). http://arktimes.com/arkansas-blog/2025/06/24/federal-court-allows-state-to-resume-ban-on-sale-of-hemp-derived-thc-products.
- ↑ Mobley, Matthew Sewell | Andrew (2025-06-24). "Arkansas to ban Delta-8, other THC products after appeals court victory" (in en). https://katv.com/news/local/court-upholds-arkansas-ban-on-psychoactive-hemp-products-ag-griffin-hails-decision-delta-8delta-9-recreational-marijuana-farm-bill-lawsuit.
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