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J Med Chem. 1991 Jan;34(1):194-7.

Common stereospecificity of opioid and dopamine systems for N-butyrophenone prodine-like compounds.

Author information

1
Pharmaceutical Chemistry Laboratory, Istituto Superiore di Sanità, Rome, Italy.

Abstract

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, were evaluated for their antinociceptive, opioid, and neuroleptic properties using in vivo and in vitro test systems. The results are remarkable in two respects, namely, the dextrorotatory isomer is consistently the most potent on all tests, and it acts on both opioid (mu) and neuroleptic (D2) receptors.

PMID:
1671414
DOI:
10.1021/jm00105a029
[Indexed for MEDLINE]

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