70119-99-2

Upstream product

• 70119-97-0 4-<2-(benzyloxy)-4-(1,1-dimethylheptyl)phenyl>-2-pentanone 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 70120-10-4 1-(benzyloxy)-3-(1,1-dimethyl-2-heptenyl)benzene 
• 70120-08-0 2-<3-(benzyloxy)phenyl>-2-methylpropionitrile 
• 70120-09-1 2-(3-benzyloxyphenyl)-2-methylpropionaldehyde 
• 70120-14-8 2-(4-bromo-3-hydroxyphenyl)-2-methyloctane 
• 70120-12-6 2-(3-hydroxyphenyl)-2-methyloctane 
• 70120-16-0 1-bromo-2-benzyloxy-4-(1,1-dimethylheptyl)benzene 

Relevant academic research and scientific papers

A Cannabinoid Derived Prototypical Analgesic

The synthesis and analgesic testing of 3-cyclohexanol (1) are described.Prior (SAR) studies led us to conclude that the pyran ring of 9-nor-9β-hydroxyhexahydrocannabinol (HHC) was not necessary for the expression of biological activity in this series of cannabinoids.Analysis of models and the use of molecular mechanics calculations suggested that a simpler compound, such as 1, would possess the biological activity of HHC.Compound 1 was prepared in nine steps from acetonitrile (2).Biological testing in five models of pain shows that compound 1 and morphine are equally potent as analgesics and demonstrates that the pyran ring of HHC is not necessary for biological activity.Further simplification of 1 was pursued by the synthesis of 4--2-pentanol (17), but this derivative exhibits significantly reduced analgesic activity.