Cannabinoids

S-Methoprene (ZR2458), a juvenile hormone analog, acts as an insecticide influencing redox activity and male sex differentiation.

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);

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);

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.

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 (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),

Applications Methyl 1-(Cyclohexylmethyl)-1H-indazole-3-carboxylate is an intermediate in the synthesis of MDMB-CHMINACA (M203515), a synthetic cannabinoid with potential neurochemical effects at the CB1 receptor.
References Banister, S. ET AL.: ACS Chem. Neurosci., 7, 1241 (2016);

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);

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)

Applications Intermediate in the synthesis of a cannabinoid receptor ligand.

Applications (5Z,8Z,11Z,14Z)-2-[[Tris(1-methylethyl)silyl]oxy]-5,8,11,14-eicosatetraenoic Acid 1-[[[Tris(1-methylethyl)silyl]oxy]methyl]ethyl Ester is an intermediate in the synthesis of 2-Arachidonoylglycerol (A765050), an major endocannabinoid, which can inhibit synaptic transmission by presynaptic cannabinoid CB1 receptors.
References Baur, R., et al.: J. Neurochem., 126, 29 (2013); Fanelli, F., et al.: J. Lipid. Res., 53, 481 (2012);

Applications (S)-2-Benzylaziridine is a reagent for the synthesis of renin inhibitors, taurine and cannabinoid type 2 (CB2) receptor agonists.
References Kaltenbronn, J. S., et al.: J. Med. Chem 33, 838 (1990); Hu, L., et al.: J. Org. Chem. 72, 4543 (2007); Matsushima, Y., et al.: Jpn. Kokai Tokkyo Koho  JP 2012072067 A 20120412 (2012)