Cannabinoïdes

Applications Opioid Dihydrocodeine compared to cannabinoid Nabilone was effective and tolerable while both drugs showed mild side effects in patient with chronic neuropathic pain. Analgesics.Controlled substance. References Notcutt, W., et al.: Pharmaceut. Sci., 3, 551 (1997), Hamann, W., et al.: Lancet, 353, 560 (1999), Finnerup, N., et al.: Pain, 118, 289 (2005),

Applications 4-Methyl-5-pentylbenzene-1,3-diol is a secondary metabolite of SteelyA polyketide synthase, which controls cell aggregation and spore maturation of Dictyostelium discoideum;Also, it is an intermediate used in the synthesis of 4-Methyl Cannabigerol (M295365), which is analog of Cannabigerol (C175370), which is a partial agonist of CB2 and CB1 receptors. Cannabigerol (C175370), a non-psychoactive cannabinoid, also exhibits α2-adrenoceptor agonist activity (EC50 = 0.2 nM in mouse brain membranes). References Murata, C., et al.: Bioorg. Med. Chem. Lett., 26, 1428-1433 (2016); Sato, Y. G., et al.: Biosci. Biotechnol. Biochem., 77, 2008-2012 (2013); Watanabe, K., et al.: Biol. Pharm. Bull., 18, 1138 (1995), Iverson, L., et al.: Brain, 126, 1252 (2003), Hayakawa, K., et al.: Brain Res., 1188, 157 (2008), Wright, K., et al.: Br. J. Pharmacol., 153, 263 (2008)

Impurity Paracetamol EP Impurity D Applications Acetanilide (Acetylaniline) the first aniline derivative found to possess analgesic and antipyretic properties (1,2). It is also an impurity of Acetaminophen (A161220). References (1) Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010) (2) Chang, C., et al.: J. Nat. Prod., 73, 229 (2010)

N-Oleoyl glycine, a lipoamino acid, was able to promote 3T3-L1 adipogenesis through the activation of CB1 receptor and the enhancement of insulin-mediated Akt

Aromatic ether

Applications Tedalinab is a cannabinoid receptor modulator that is useful for treating non-immediate type allergic diseases. References Muthuppalaniappan, M., et al.: PCT Int. Appl. WO 2006129178 A1 20061207. Dec 7, 2006; Narayanan, S., et al.: U.S. Pat. Appl. Publ. US 20090312385 A1 20091217. Dec 17, 2009

Applications Labelled AM-2233 (A575850). A potent cannabinergic indole analogues as radioiodinatable brain imaging agents for the CB1 cannabinoid receptor. (AM2233) had a very high affinity for the rat CB1 receptor, with most of the affinity residing with the (R)-enantiomer. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Neumeyer, J., et al.: J. Med. Chem., 33, 521 (1990), D'Ambra, T., et al.: Bioorg. Med. Chem. Lett., 6, 17 (1996), Schatz, A., et al.: Toxicol. Appl. Pharmacol., 142, 278 (1997),

2,3-Butanediol is a butanediol derived from the bioconversion of natural resources which has great potential for diverse industries, including chemical,

Applications Labelled Coumarin (C755380). Pharmaceutic aid (flavor). Found in tonka beans, levender oil, woodruff, sweet clover. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Hazleton, L., et al.: J. Pharmacol. Exp. Ther., 118, 348 (1956), Lake, B., et al.: Food Chem. Toxicol., 37, 423 (1999), Frerot, E., et al.: Flavour Fragrance J., 17, 218 (2002), Yang, Z., et al.: Food Chem., 114, 289 (2009),

Applications 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic Acid is used in the preparation of biarylpyrazole based derivatives as cannabinoid CB1 receptor antagonists. It is metabolite M9 of Rimonabant (R517800), an antiobesity agent. References Kang, S.Y. et al.: Bioorg. Med. Chem. Lett., 18, 2385 (2008); Fulp, A. et al.: Bioorg. Med. Chem. Lett., 21, 5711 (2011); Bergstrom, M.A. et al.: Drug Metab. and Dispos., 39, 1823 (2011);

Applications (Z)-1-Chloro-2-nonene is an intermediate in the synthesis of Falcarinol (F101100), a covalent cannabinoid CB1 receptor antagonist and induces pro-allergic effects in skin. References Czepa, A., et al.: J. Agric. Food Chem., 52, 4508 (2004), Radulovic, N., et al.: Chem. Nat. Compds., 44, 390 (2008),

AM6545 is a CB1 receptor antagonist used in the study of obesity and diabetes.

L-α-lysophosphatidylinositol sodium is an endogenous ligand of GPR55 and an endocannabinoid neurotransmitter.

Impurity Paracetamol EP Impurity H/ Acetaminophen impurity H Applications Acetaminophen Acetate is an impurity 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)

AB-FUBINACA 3-fluorobenzyl isomer is a synthetic cannabinoid and an indazole derivative, exhibiting high affinity for central CB1 receptors (Ki= 0.9 nM) and possessing anticonvulsant activity.

AM-1235 is a potent and selective cannabinoid receptor CB1 agonist.

Applications (E)-1-(3,5-Bis(benzyloxy)phenyl)pent-1-en-3-ol 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)

CB 65 is a high affinity and selective CB2 receptor agonist with Ki values of 3.3 and > 1000 nM for CB2 and CB1 receptors respectively.

Falcarinol, also known as Panaxynol, is a naturally occurring compound that acts as an orally active inhibitor of Hsp90.

Applications JWH-007 is a novel cannabinoid receptor agonist at both the CB1 and CB2 receptors. Synthetic cannabinoids References Pertwee, R.G., et al.: Euro. J. Pharmacol., 284, 241 (1995); Wiley, J.L., et al.: J. Pharmacol. Experiment. Therap., 285, 995 (1998);

Applications RCS-4 is a synthetic JWH 018 cannabinoid analog that has been identified as a component of several different ‘herbal incense’ products. Synthetic Cannabinoids References Gandhi, A., et al.: Bioanalysis, 6, 1471 (2014);

Applications 1-Butanol is a common chemical reagent used in biodiesel production. Also it has been used in the study the polarization of vapor-deposited 1-butanol films (1) as well as in the preparation of bioavailable CB1 antagonists (2) . Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References 1. Gavra, I. et al.: J. Chem. Phys. 2017 Mar 14;146(10):104701.2. Röver, S. et al.: J. Med. Chem. 2013 Dec 27;56(24):9874-96.

Applications HU 210 (H673500) derivative. A synthetic agonist analog of ∆9-Tetrahydro Cannabinol (T293200). Used in the preparation of Δ8-tetrahydrocannabinol analogs as selective ligands for CB2 receptor. References Slipetz, D.M. et al.: Mol. Pharmacol., 48, 352 (1995); Bertalovitz, A.C. et al.: Drug Dev. Res., 71, 404 (2010); Howlett, A.C. et al.: Curr. Pharm. Des., 1, 343 (1995); Huffman, J. et al.; Bioorg. Med. Chem. 10, 4119 (2002)

AM-1241 is a selective cannabinoid CB2 receptor agonist with Ki of 3.4 nM, exhibits 82-fold selectivity over CB1 receptor.

Linoleoyl Ethanolamide is an endocannabinoid agent.

FDU-PB-22, a novel synthetic cannabinoid, undergoes rapid metabolism in human liver microsomes (HLM) with a half-life of 12.4 minutes.

CB1 antagonist 1 is a CB1 receptor antagonist, used in the research of obesity and metabolic syndrome, neuroinflammatory disorders, cognitive disorders, and

Applications 1-Pentyl-3-(4-methoxynaphthoyl)indole is an analgesic chemical which acts as cannabinoid agonist at the CB1 and CB2 receptors. Synthetic Cannabinoids References Huffman, J., et al.: Bioorg. Med. Chem., 11, 539 (2003); De Freitas, G., et al.: Eur. J. Med. Chem., 44, 2482 (2009);

APP-FUBINACA is a cannabinoid receptor agonist, classified as a phenylalanine amide-based indazole-3-carboxamide derivative. It exhibits neurostimulatory effects.

MJ 15 is a CB1 receptor antagonist with specificity for the study of obesity-induced diseases.

Applications A synthetic cannabinoid with antiemetic, antiglaucoma, and CNS activity. Antiemetic. Controlled substance (hallucinogen). Synthetic Cannabinoids 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),

Δ8-THC methyl ether (compound 3) demonstrates a strong docking score of -10.167 kcal/mol for the CB2 receptor. Additionally, Δ8-THC methyl ether exhibits antinociceptive activity in mice.

AEF0117 is a signaling inhibitor of CB1-SSi that inhibits cannabinoid self-administration and can be used to study cannabis withdrawal.

ADB-FUBIATA is a synthetic cannabinoid studied for its metabolic profile, along with AFUBIATA, CH-FUBIATA, and CH-PIATA. This in vitro analysis by Watanabe S, et al., examines these compounds, as published in "Arch Toxicol," 2023 Dec;97(12):3085-3094.

Applications A cannabimimetic indole derivative that acts as a CB2 receptor agonist with weak CB2 activity. It has been shown to possess immunomodulatory effects and may be useful in the treatment of pain and inflammation. Synthetic cannabinoids References Aung, M.M. et al.: Drug Alc. Depend., 60, 133 (2000); Ghosh, S. et al.: Mol. Immunol., 43, 2169 (2006); Ehrhart, J. et al.: J. Neuroinflam., 2, 29 (2005); Romero-Sandoval, A. et al.: Anethesiol., 106, 787 (2007);

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.

AZD1940 (UNII-0J0035E9FT) is a high affinity CB(1)/CB(2) receptor agonist of the cannabinoid with oral activity. Application in the study of orofacial pain.

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)