70120-16-0

Usage

Chemical Properties

Colorless Oil

Upstream product

• 79678-41-4 1-(3-benzyloxyphenyl)-1,1-dimethylheptane 
• 75-64-9 tert-butylamine 
• 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 
• 70120-12-6 2-(3-hydroxyphenyl)-2-methyloctane 
• 70120-14-8 2-(4-bromo-3-hydroxyphenyl)-2-methyloctane 
• 100-39-0 benzyl bromide 

Downstream Products

• 70434-33-2 3-[4-(1,1-Dimethyl-heptyl)-2-hydroxy-phenyl]-cyclopentanone 
• 70436-09-8 2-benzyloxy-4-(1,1-dimethylheptyl)benzaldehyde 
• 70151-83-6 1-Benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]3-hydroxypiperidine 
• 93889-57-7 N-ethoxycarbonyl-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinone 
• 70435-17-5 3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-methyl-2-cyclohexen-1-one 
• 70434-16-1 3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclopentanone 
• 70434-17-2 3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]cycloheptanone 
• 70119-96-9 4-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanone 

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.

Intermediates for making 1-(3-benzyloxyphenyl)-1,1-dimethylheptane

Process for making 1-(3-benzyloxyphenyl)-1,1-dimethylheptane, a valuable intermediate for the preparation of analgesic agents, which comprises benzylation of 3-hydroxyacetophenone to produce 3-benzyloxyacetophenone which is converted to 1-(3-benzyloxyphenyl)-1-methylheptan-1-ol via Grignard reaction with n-hexylmagnesium bromide; chlorination of said heptanol by reaction with hydrogen chloride followed by methylation of the thus-produced 1-(3-benzyloxyphenyl)-1-chloro-1-methylheptane with trimethylaluminum.

Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor

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.

Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives

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

3-[2-Hydroxy-4-(substituted)phenyl]-cycloalkanol analgesic agents

Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.

3-[2-Hydroxy-4-(substituted)-phenyl]azacycloalkanes and derivatives thereof as analgesic agents and intermediates therefor

Azacycloalkanes, and derivatives thereof, including unsaturated analogs, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl