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JWH-302 - Wikipedia

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

JWH-302 (1-pentyl-3-(3-methoxyphenylacetyl)indole) is an analgesic chemical from the phenylacetylindole family, which acts as a cannabinoid agonist with moderate affinity at both the CB1 and CB2 receptors. It is a positional isomer of the more common drug JWH-250, though it is slightly less potent with a Ki of 17 nM at CB1, compared to 11 nM for JWH-250.[1][2] Because of their identical molecular weight and similar fragmentation patterns, JWH-302 and JWH-250 can be very difficult to distinguish by GC-MS testing.[3]

In the United States, CB1 receptor agonists of the 3-phenylacetylindole class such as JWH-302 are Schedule I Controlled Substances.[4]

  1. ^ Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, et al. (September 2005). "1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles". Bioorganic & Medicinal Chemistry Letters. 15 (18): 4110–3. doi:10.1016/j.bmcl.2005.06.008. PMID 16005223.
  2. ^ Manera C, Tuccinardi T, Martinelli A (April 2008). "Indoles and related compounds as cannabinoid ligands". Mini Reviews in Medicinal Chemistry. 8 (4): 370–87. doi:10.2174/138955708783955935. PMID 18473928.
  3. ^ 'Herbal High' synthetic Cannabinoid composition, released by ESR July 2011
  4. ^ 21 U.S.C. § 812: Schedules of controlled substances
Cannabinoids Phytocannabinoids
(comparison) Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-3-tetrahydrocannabinols Delta-4-tetrahydrocannabinols Delta-7-tetrahydrocannabinols Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Delta-11-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites Endocannabinoids Synthetic
cannabinoid
receptor
agonists /
neocannabinoids Classical cannabinoids
(dibenzopyrans) Non-classical
cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Indazole-3-
carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo-
propanoylindazoles Tetramethylcyclo-
propanoylindoles Others Allosteric CBRTooltip Cannabinoid receptor ligands Endocannabinoid
enhancers
(inactivation inhibitors) Anticannabinoids
(antagonists/inverse
agonists/antibodies)

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