256934-39-1

Basic information

• Product Name: (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL
• Synonyms: HU-308;(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL;4-[4-(1,1-Dimethylheptyl)-2,6-dimethoxyphenyl]-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-methanol;(1R,4R,5R)-rel-(+)-4-[4-(1,1-DiMethylheptyl)-2,6-diMethoxyphenyl]-6,6-diMethylbicyclo[3.1.1]hept-2-ene-2-Methanol;[(1S,2S,5S)-2-[2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl]-6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl]methanol
• CAS NO: 256934-39-1
• Molecular Formula: C27H42O3
• Molecular Weight: 414.62
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 256934-39-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 508.668 °C at 760 mmHg
• Flash Point: 261.433 °C
• Appearance: /
• Density: 0.999
• Storage Temp.: Store at -20°C
• Solubility: Soluble in DMSO
• PKA: 14.77±0.10(Predicted)
• CAS DataBase Reference: (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL(256934-39-1)
• EPA Substance Registry System: (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL(256934-39-1)

Safety Data

• Hazardous Substances Data: 256934-39-1(Hazardous Substances Data)

Usage

Uses

A specific CB2-specific agonist that inhibits forskolin-stimulated cAMP production in CB2-transfected cells. It reduces blood pressure, blocks defecation, and elicits anti-inflammatory and peripheral analgesic activity and thus may lead to new therapies for hypertension, inflammation, and pain. Controlled Substance.

Biological Activity

Potent and selective CB 2 receptor agonist (K i values are 22.7 nM and > 10 μ M for CB 2 and CB 1 receptors respectively, EC 50 = 5.57 nM). Displays antiallodynic activity in the rat hindpaw incision model of postoperative pain.

Upstream product

• 1220887-85-3 2-(3-myrtenyl-pivalate)-5-dimethylheptyl dimethylresorcinol 
• 113473-32-8 [(1S,5R)-6,6-dimethyl-4-oxobicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 
• 113473-31-7 [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 
• 6712-78-3 myrtenol 
• 7785-70-8 (+)-α-pinene 
• 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 
• 926645-58-1 [(1S,5R)-4-hydroxy-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 

Relevant articles and documents

METHODS, PROCESSES, AND COMPOSITIONS FOR IMPROVED PREPARATION OF HU308 AND HU433

Disclosed herein are methods, processes and compositions for preparing a compound of formula 8: (8), and formula 18: (18). The methods and processes comprise performing a first allylic oxidation, a protection reaction, a second allylic oxidation, a reduction reaction, performing an acid-catalyzed coupling reaction, a methylation reaction and a deprotection reaction. Disclosed herein are methods, processes and compositions for enantioselectively preparing compounds of formulae 8 and 18. Also disclosed herein are compositions comprising compounds of formulae 8, 18 and/or intermediates and/or starting material thereof.