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Saturday, 22 August 2026

Rezosicone

Rezosicone

CAS 1414777-24-4

MF C29H40O2 MW420.63

3β-(benzyloxy)-17-methylpregn-5-en-20-one
cannabinoid CB1 receptor signalling inhibitor, S79V5L677D

1-[(3S,8R,9S,10R,13S,14S,17S)-10,13,17-trimethyl-3-phenylmethoxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone

1-((3S,8R,9S,10R,13S,14S,17S)-3-(benzyloxy)-10,13,17-trimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one

Pregn-5-en-20-one, 17-methyl-3-(phenylmethoxy)-, (3β)-

3β-(benzyloxy)-17-methylpregn-5-en-20-one

Rezosicone is a potent and selective cannabinoid CB1 receptor signaling inhibitor (or antagonist) primarily used in biochemical and pharmacology research

Biological Mechanism

Rezosicone selectively binds to and inhibits the CB1 receptor. CB1 receptors are heavily concentrated in the central nervous system and play a key role in regulating appetite, pain sensation, mood, and memory. Compounds in this class are frequently studied in research related to metabolic disorders, obesity, and addiction

Pat

https://patentscope.wipo.int/search/en/detail.jsf?docId=EP339768848&_cid=P12-MT571S-81533-1

Synthesis of the 3β-(benzyloxy)-17α-methyl-pregn-5-en-20-one

[0104] MgO (100 mg; 2.42 mmol; 2 eq.) and 2-benzyloxy-1-methylpyridinium Inflate (850 mg; 2.42 mmol; 2.0 eq.) were added to a solution of 17a-methyl-pregnenolone (400 mg; 1.21 mmol; 1 eq.) in trifluorotoluene (10 ml). The reaction medium was stirred for one night at 85°C, then filtered on celite and evaporated under reduced pressure. The residue was purified by chromatography on silica gel (eluent: cyclohexane/AcOEt 95/5) then by crystallisation in acetone to give the 3β-(benzyloxy)-17α-methyl-pregn-5-en-20-one (0.28 g; 36%) as a white solid.

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