70120-16-0Relevant articles and documents
A Cannabinoid Derived Prototypical Analgesic
Melvin, Lawrence S.,Johnson, M. Ross,Harbert, Charles A.,Milne, George M.,Weissman, Albert
, p. 67 - 71 (2007/10/02)
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.
Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives
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, (2008/06/13)
Compounds useful for pharmacological and medicinal purposes having the formulae STR1 wherein R is H, C1 -C5 alkanoyl; R1 is H, benzyl, C1 -C5 alkanoyl, P(O)(OH)2, --CO(CH2)2
Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
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, (2008/06/13)
Compounds having the formula STR1 wherein STR2 R1 is hydrogen, benzyl or alkanoyl, X is C2-4 alkylene; and Z-W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.