Cannabinoïdes

Applications Arachidonic Acid Glycidyl Ester is an ester derivative of the essential fatty acid Arachidonic Acid (A765000) and an intermediate in the preparation of the endocannabinoid 2-Arachidonyl Glycerol (A765050). Arachidonic Acid Glycidyl Ester has inhibitory activity against monoacylglycerol lipase and fatty acid amide hydrolase.
References Cisneros, J.A. et al.: J. Med. Chem., 50, 5012 (2007); Stamatov, S. et al.: Tetrahed. Lett., 43, 1759 (2002);

Applications (-)-Isoperitenone, is a derivative of (-)-Cannabidiol (C175300), a major, non psychotropic constituent of cannabis.
References Hanus, L. et al.: Organic & Biomolecular Chemistry, Vol.3, Issue 6 (2005);

Applications 1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol is an acetal reagent used in the synthesis of desoxy cannabidiols and THC (T293202) related psychoactive compounds. It is formed from (+)-Limonene using a photosynthesized O2 transfer.
References Wilkinson, S. et al.: Tetrahedron Lett., 54, 52 (2013);

Cannabichromenic acid is a non-psychoactive phytocannabinoid and a precursor of cannabichromene1 which toxicological and pharmacological properties are unknown. Due to its structural similarity to cannabichromene, it is thought to reportedly exert anti-analgesic and anti-inflammatory activity.

Anandamide is an endogenous cannabinoid, which is a bioactive lipid mediator primarily found in the brain and peripheral organs. It is synthesized from membrane phospholipid precursors through enzymatic pathways, primarily involving the enzyme N-acyl phosphatidylethanolamine phospholipase D (NAPE-PLD). Anandamide acts as a ligand for cannabinoid receptors, mainly the CB1 receptor located in the central nervous system, and the CB2 receptor found in peripheral tissues.

1,2,3,9-Tetrahydro-4H-carbazol-4-one is a cyclic ketone compound, which can be synthesized through various organic reactions involving appropriate precursors. It is often derived from indole-based substrates through catalytic hydrogenation, allowing the formation of its stable tetrahydro structure with a retained core carbazole skeleton.

A selective cannabinoid receptor type 2 (CB2) agonist. Commonly, CB2 agonists induce receptor internalization, which results in desensitization and tachyphylaxis. However, APD 371 mediates efficient recycling of internalized receptors back to the plasma membrane and thus sustains analgesic effects, upon subchronic treatment, in an osteoarthritis pain model in vivo.

Cannabigerovarinic acid is a phytocannabinoid and the precursor to tetrahydrocannabivarinic acid, cannabidivarinic acid, and cannabichromevarinic acid1. No in vitro or in vivo pharmacological and toxicological studies have been conducted on cannabigerovarinic acid.

Applications 5-(4-Hydroxypentyl)-1,3-benzenediol is an intermediate used in the synthesis of 4''-Hydroxycannabidiol (H824830), which is a metabolite of Canabidiol (C175300), a major constituents in marijuana. 4''-Hydroxycannabidiol be used to investigate canabidiol metabolism and human liver microsomes that metabolize Canabidiol into 6α-Hydroxycannabidiol.
References Jiang, R., et al.: Life Sci. 89, 165 (2011); Lander, N., et al.: Science 169, 611 (1970)

Applications Ethyl 2-oxopentanoate is used as a reagent to synthesize selective CB1 cannabinoid receptor antagonists. Ethyl 2-oxopentanoate is also used to synthesize derivatives of iminodiacid, an inhibitor of angiotensin converting enzyme.
References Lange, J., et al.: J. Med. Chem., 48, 1823 (2005); Vincent, M., et al.: Tetrahedron Lett., 23, 1677 (2982)

Stability Light Sensitive
Applications (Z)-1-(3,5-Bis(benzyloxy)phenyl)pent-1-en-3-one is a reagent in the synthesis of 3''-Hydroxycannabidiol (H824825) which is a major constituents in marijuana. 3''-Hydroxycannabidiol be used to investigate canabidiol metabolism and human liver microsomes that metabolize Canabidiol into 6α-Hydroxycannabidiol.
References Jiang, R., et al.: Life Sci. 89, 165 (2011); Lander, N., et al.: Science 169, 611 (1970)

Stability Light Sensitive
Applications Cannabigerorcinic Acid is a compound that takes part in the biosynthesis of daurichromenic acid synthase which is active in anti-HIV biosynthesis.
References Iijima, M. et al.: Plant Phys., 174, 2213 (2017);

2-Arachidonyl glycerol is an endogenous cannabinoid receptor agonist, which is derived from arachidonic acid present in cellular membranes. It functions as a signaling lipid and plays a critical role in the endocannabinoid system, which is a complex network of receptors and ligands involved in maintaining physiological homeostasis.