Smoum, Reem published the artcileFenchone Derivatives as a Novel Class of CB2 Selective Ligands: Design, Synthesis, X-ray Structure and Therapeutic Potential, Application In Synthesis of 645-56-7, the publication is Molecules (2022), 27(4), 1382, database is CAplus and MEDLINE.
A series of novel cannabinoid-type derivatives was synthesized by the coupling of (1S,4R)-(+) and (1R,4S)-(-)-fenchones I (R = H, Me, n-pentyl, 2-methylbutan-2-yl, etc.; R1 = H, hexyl; R2 = H, OMe) with various resorcinols RC6H3(OH)2/phenols RC6H4OH. The fenchone-resorcinol derivatives I were fluorinated using Selectfluor and demethylated using sodium ethanethiolate in DMF (DMF). The absolute configurations of four compounds were determined by X-ray single crystal diffraction. The fenchone-resorcinol analogs I possessed high affinity and selectivity for the CB2 cannabinoid receptor. One of the analogs synthesized, I (R = 2-methyloctan-2-yl, R1 = H, R2 = OMe (II)), had a high affinity (Ki = 3.51 nM) and selectivity for the human CB2 receptor (hCB2). In the [35S]GTPγS binding assay, the lead compound was found to be a highly potent and efficacious hCB2 receptor agonist (EC50 = 2.59 nM, E(max) = 89.6%). Two of the fenchone derivatives I were found to possess anti-inflammatory and analgesic properties. Mol.-modeling studies elucidated the binding interactions of (II) within the CB2 binding site.
Molecules published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C3H6BrNaO3S, Application In Synthesis of 645-56-7.
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