- Common stereospecificity of opioid and dopamine systems for N-butyrophenone prodine-like compounds
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The two optical isomers of 1-[3-(p-fluorobenzoyl)propyl]-3-methyl-4-phenyl-4-propionoxypiperidine (FPP) were obtained by resolution of (±)-r-3-methyl-4-phenyl-c-4-piperidinol followed by N-alkylation and O-propionylation. These, as well as the racemate, w
- Iorio,Frigeni,Bowman,Harris,May,Aceto
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- The morphine-like and nonmorphine-like conformers of prodine opioids
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The compounds α-, and β-prodine and their meta hydroxylated analogs were synthesized, resolved, and screened for affinity at opioid receptor subtypes. The compounds primarily have affinity for μ-receptors. The μ-receptor affinities of the nonmorphine-like (+)-enantiomers, which have the greater antinociceptive activity, are reduced by the presence of a meta hydroxyl while the affinities for all opioid receptor subtypes of the morphine-like, but less active, (-)-enantiomers are enhanced or unchanged. Both enantiomers of meta-hydroxylated β-prodine had antagonist activity in the guinea pig ileum assay.
- Khanolkar, Atmaram D.,Yin, Dali,Makriyannis, Alexandros,Brooks, Andrew I.,Pasternak, Gavril W.,Froimowitz, Mark
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