Cannabinoides

Applications An inactive isomer of Nabilone, present often as an impurity in trans-Nabilone preparations. References Rubin, A., et al.: Clin. Pharmacol. Ther., 22, 85 (1977), Stark, P., et al.: J. Pharmacol. Exp. Ther., 214, 124 (1980), Souter, R.W., et al.: Anal. Profiles Drug Subs., 10, 499 (1981), Ward, A., Drugs, 30, 127 (1985),

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. Sourced primarily from membrane phospholipids, 2-Arachidonyl glycerol acts by binding to cannabinoid receptors, CB1 and CB2, located in the central and peripheral nervous systems. This binding modulates various signaling pathways, influencing processes like inflammation, pain perception, and neuroprotection. Its uses and applications are extensive in scientific research, especially in exploring mechanisms of neurodegenerative diseases, pain management, and immune response regulation. 2-Arachidonyl glycerol also serves as a vital tool for understanding the physiological roles of endocannabinoids and their potential therapeutic implications.

AM841, a high-affinity electrophilic ligand, covalently interacts with a cysteine residue in helix six, thus activating the CB1 cannabinoid receptor.

Applications 3-Methoxy Acetaminophen is a metabolite of Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3). References (1) McGill, M. R. and Jaeschke, H. Pharm Res. 30, 2174 (2013)(2) Fairbrother, J.E., et al.: Anal. Profiles Drug Subs., 3, 1 (1974) (3) Hinson, J.A., et al.: Rev. Biochem. Toxicol., 2, 103 (1980)

Applications 4-Acetaminophen-d3 Sulfate is deuterium labeled metabolite of Acetaminophen (A161220), an analgesic and antipyretic agent (1,2,3). References (1) Lloyd, A., et al.: Biochim. Biophys. Acta., 52, 413 (1961) (2) Purohit, A., et al.: J. Steroid Biochem. Mol. Biol., 86, 423 (2003) (3) Winum, J., et al.: J. Med. Chem., 46, 2197 (2003)

CB2 receptor agonist 9 (Compound 33) is an orally active agonist of cannabinoid receptor 2 (CB2 receptor) with an EC50 of 16.2 nM. It inhibits the expression of TNF-α, IL-1β, and IL-6, demonstrating anti-inflammatory activity in a DSS-induced acute colitis model in mice.

SR144528 is an antagonist of the CB2 receptor (Ki = 0.6 nM) and inhibits microsomal ACAT activity (IC50 = 3.6 μM).

CID 16020046 (C390-0219) is a selective GPR55 antagonist, inhibiting GPR55 constitutive activity with IC50 of 0.15 μM in yeast.

Applications Daminozide-d4 is labelled Daminozide which is a plant growth regulator. Used as a standard for Pesticide detection, and cannabis testing. References Moriya, M., et al.: Mutation Res. Genetic Toxicol. Testing, 116, 185 (1983); Rose, N., et al.: J. Med. Chem., 55, 6639 (2012); Narayanan, V., et al.: Analusis, 21, 107 (1993)

Applications 5-fluoro SDB-005 is an analogue of SDB-005 (S210000), which shows full agonist profiles at CB1 and CB2 receptors. References Banister, S.D., et. al.: ACS Chem. Neurosci., 4, 1081 (2013)

6-Iodopravadoline (AM630) is an antagonist of CB2 (Ki: 31.2 nM). And it shows 165-fold selectivity more than CB1 receptors.

Applications A cannabimimetic indole derivative that acts as both a cannabinoid receptor CB1 and CB2 agonist. Synthetic Cannabinoids References Huffman J.W. et al.: Bioorg. Med. Chem. Lett., 15, 4110 (2005); De Freitas, G.B.L. et al.: Eur. J. Med. Chem., 44, 2482 (2009); Tuccinardi, T. et al.: J. Med. Chem., 49, 984 (2006);

Evofolin B is a natural compound isolated from the stem bark of Zanthoxylum ailanthoides.

Applications A new class of cannabimimetic indoles. JWH 250 acts as cannabinoid receptor 2 agonist. References Eissenstat, M., et al.: J. Med. Chem., 38, 3094 (1995), Showalter, V., et al.: J. Pharmacol. Exp. Ther., 278, 989 (1996), Huffman, J., Bioorg. Med. Chem., 13, 89 (2005),