76163-96-7

Usage

Chemical Properties

White Solid

Upstream product

• 76163-95-6 (1R,5S)-2-[(2,2-dimethylpropoyloxy)methyl]-6,6-dimethylbicyclo[3.1.1]hept-2-ene 
• 3282-30-2 pivaloyl chloride 
• 19894-97-4 (1R)-Myrtenol 
• 113473-31-7 [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 
• 6712-78-3 myrtenol 

Downstream Products

• 76163-97-8 4-hydroxy-myrtenyl pivalate 
• 76163-97-8 2,2-Dimethyl-propionic acid (1R,5R)-4-hydroxy-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester 
• 374559-42-9 (1S,5R)-4-[(2,2-dimethylpropoyloxy)methyl]-6,6-dimethylbicyclo[3.1.1]hept-3-en-2-ol 
• 113418-02-3 2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester 
• 112924-45-5 dexanabinol 
• 112924-45-5 (6aS-trans)-6,6-dimethyl-3-(1,1-dimethylheptyl)-1-hydroxy-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-9-methanol 
• 76163-81-0 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester 

Relevant academic research and scientific papers

Carbon-silicon switch led to the discovery of novel synthetic cannabinoids with therapeutic effects in a mouse model of multiple sclerosis

Cannabinoids are widely studied as therapeutic agents for the treatment of various diseases. Among them, THC and CBD are two important phytocannabinoids which have served as structural templates for the design of synthetic analogs. In this study, we designed and synthesized a variety of novel cannabinoids based on the structural backbones of THC and CBD using the carbon-silicon switch strategy. A dimethyl silyl group was introduced as the tail group and two series of novel compounds were designed and synthesized, which showed a wide range of binding affinity for CB1 and CB2 receptors. Among them, compound 15b was identified as a non-selective CB1 and CB2 agonist and 38b as a selective agonist for the CB2 receptor. Preliminary screening showed that both compounds have improved metabolic stability than their carbon analogs and good in vivo pharmacokinetic profiles. Furthermore, both 15b and 38b significantly alleviated the phenotype of experimental autoimmune encephalomyelitis (EAE) in mice.

Cannabinoid compound as well as preparation method, composition and application thereof

The invention discloses a cannabinoid compound as well as a preparation method, a composition and application thereof. The invention discloses a compound shown as a formula I or a pharmaceutically acceptable salt thereof. The compound disclosed by the inv

Synthesis, radio-synthesis and in vitro evaluation of terminally fluorinated derivatives of HU-210 and HU-211 as novel candidate PET tracers

We report the synthesis of terminally fluorinated HU-210 and HU-211 analogues (HU-210F and HU-211F, respectively) and their biological evaluation as ligands of cannabinoid receptors (CB1 and CB2) and N-methyl d-aspartate receptor (NMDAR). [18F]-labelled HU-210F was radiosynthesised from the bromo-substituted precursor. In vitro assays showed that both HU-210F and HU-211F retain the potent pharmacological profile of HU-210 and HU-211, suggesting that [18F]-radiolabelled HU-210F and HU-211F could have potential as PET tracers for in vivo imaging.

COMPOSITIONS COMPRISING CB RECEPTOR AGONISTS, USES THEREOF AND METHODS FOR THEIR PREPARATION

The present invention relates compositions comprising (3R, 4R, 6R)-stereoisomers of phenyl substituted pinenes having CB receptor agonists properties, uses thereof for the manufacture of pharmaceutical compositions and processes for their preparations.

Enantioselective synthesis of 11-hydroxy-(1′S,2′R)-dimethylheptyl-Δ8-THC, a very potent CB1 agonist

An enantioselective synthesis of the (1S,2R)-dimethylheptyl cannabinoid side chain has been developed and employed in the synthesis of 11-hydroxy-(1′S,2′R)-dimethylheptyl-Δ8-THC, one of the most potent traditional cannabinoids known. The synthesis involves a highly stereoselective addition of dimethylcopperlithium to an enoyl sultam which incorporates Opplozer's auxiliary.

SYNTHESIS OF THE INDIVIDUAL, PHARMACOLOGICALLY DISTINCT, ENANTIOMERS OF A TETRAHYDROCANNABINOL DERIVATIVE

The individual enantiomers of the 1,1-dimethylheptyl homolog of 7-hydroxy-Δ6-tetrahydrocannabinol, (1) and (2a), which exhibit distinct pharmacological profiles, have been obtained with very high e.e. by synthesis from the antipodes of myrtenol.